40263-57-8|3-Hydroxy-2-iodopyridine| Ambeed

Structure of 40263-57-8

Alternative Products

Product Details
Safety
Computational Chemistry
Application In Synthesis
Related Products

Product Details of [ 40263-57-8 ]

CAS No. :	40263-57-8
Formula :	C₅H₄INO
M.W :	221.00
SMILES Code :	C1=CC=NC(=C1O)I
MDL No. :	MFCD00023421
InChI Key :	HJBGMPCMSWJZNH-UHFFFAOYSA-N
Pubchem ID :	97179

Safety of [ 40263-57-8 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H315-H319-H335
Precautionary Statements:	P261-P305+P351+P338

Computational Chemistry of [ 40263-57-8 ] Show Less

Physicochemical Properties

Num. heavy atoms	8
Num. arom. heavy atoms	6
Fraction Csp3	0.0
Num. rotatable bonds	0
Num. H-bond acceptors	2.0
Num. H-bond donors	1.0
Molar Refractivity	38.98
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	33.12 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	1.36
Log P_o/w (XLOGP3)? XLOGP3: Atomistic and knowledge-based method calculated by XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry	1.18
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	1.39
Log P_o/w (MLOGP)? MLOGP: Topological method implemented from Moriguchi I. et al. 1992 Chem. Pharm. Bull. Moriguchi I. et al. 1994 Chem. Pharm. Bull. Lipinski PA. et al. 2001 Adv. Drug. Deliv. Rev.	0.75
Log P_o/w (SILICOS-IT)? SILICOS-IT: Hybrid fragmental/topological method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	1.93
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	1.32

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-2.51
Solubility	0.685 mg/ml ; 0.0031 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble
Log S (Ali)? Ali: Topological method implemented from Ali J. et al. 2012 J. Chem. Inf. Model.	-1.47
Solubility	7.47 mg/ml ; 0.0338 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Very soluble
Log S (SILICOS-IT)? SILICOS-IT: Fragmental method calculated by FILTER-IT program, version 1.0.2, courtesy of SILICOS-IT, http://www.silicos-it.com	-2.41
Solubility	0.866 mg/ml ; 0.00392 mol/l
Class? Solubility class: Log S scale Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly	Soluble

Pharmacokinetics

GI absorption? Gatrointestinal absorption: according to the white of the BOILED-Egg	High
BBB permeant? BBB permeation: according to the yolk of the BOILED-Egg	Yes
P-gp substrate? P-glycoprotein substrate: SVM model built on 1033 molecules (training set) and tested on 415 molecules (test set) 10-fold CV: ACC=0.72 / AUC=0.77 External: ACC=0.88 / AUC=0.94	No
CYP1A2 inhibitor? Cytochrome P450 1A2 inhibitor: SVM model built on 9145 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.83 / AUC=0.90 External: ACC=0.84 / AUC=0.91	No
CYP2C19 inhibitor? Cytochrome P450 2C19 inhibitor: SVM model built on 9272 molecules (training set) and tested on 3000 molecules (test set) 10-fold CV: ACC=0.80 / AUC=0.86 External: ACC=0.80 / AUC=0.87	No
CYP2C9 inhibitor? Cytochrome P450 2C9 inhibitor: SVM model built on 5940 molecules (training set) and tested on 2075 molecules (test set) 10-fold CV: ACC=0.78 / AUC=0.85 External: ACC=0.71 / AUC=0.81	No
CYP2D6 inhibitor? Cytochrome P450 2D6 inhibitor: SVM model built on 3664 molecules (training set) and tested on 1068 molecules (test set) 10-fold CV: ACC=0.79 / AUC=0.85 External: ACC=0.81 / AUC=0.87	No
CYP3A4 inhibitor? Cytochrome P450 3A4 inhibitor: SVM model built on 7518 molecules (training set) and tested on 2579 molecules (test set) 10-fold CV: ACC=0.77 / AUC=0.85 External: ACC=0.78 / AUC=0.86	No
Log Kp (skin permeation)? Skin permeation: QSPR model implemented from Potts RO and Guy RH. 1992 Pharm. Res.	-6.81 cm/s

Druglikeness

Lipinski? Lipinski (Pfizer) filter: implemented from Lipinski CA. et al. 2001 Adv. Drug Deliv. Rev. MW ≤ 500 MLOGP ≤ 4.15 N or O ≤ 10 NH or OH ≤ 5	0.0
Ghose? Ghose filter: implemented from Ghose AK. et al. 1999 J. Comb. Chem. 160 ≤ MW ≤ 480 -0.4 ≤ WLOGP ≤ 5.6 40 ≤ MR ≤ 130 20 ≤ atoms ≤ 70	None
Veber? Veber (GSK) filter: implemented from Veber DF. et al. 2002 J. Med. Chem. Rotatable bonds ≤ 10 TPSA ≤ 140	0.0
Egan? Egan (Pharmacia) filter: implemented from Egan WJ. et al. 2000 J. Med. Chem. WLOGP ≤ 5.88 TPSA ≤ 131.6	0.0
Muegge? Muegge (Bayer) filter: implemented from Muegge I. et al. 2001 J. Med. Chem. 200 ≤ MW ≤ 600 -2 ≤ XLOGP ≤ 5 TPSA ≤ 150 Num. rings ≤ 7 Num. carbon > 4 Num. heteroatoms > 1 Num. rotatable bonds ≤ 15 H-bond acc. ≤ 10 H-bond don. ≤ 5	0.0
Bioavailability Score? Abbott Bioavailability Score: Probability of F > 10% in rat implemented from Martin YC. 2005 J. Med. Chem.	0.55

Medicinal Chemistry

PAINS? Pan Assay Interference Structures: implemented from Baell JB. & Holloway GA. 2010 J. Med. Chem.	0.0 alert
Brenk? Structural Alert: implemented from Brenk R. et al. 2008 ChemMedChem	2.0 alert: heavy_metal
Leadlikeness? Leadlikeness: implemented from Teague SJ. 1999 Angew. Chem. Int. Ed. 250 ≤ MW ≤ 350 XLOGP ≤ 3.5 Num. rotatable bonds ≤ 7	No; 1 violation:MW<1.0
Synthetic accessibility? Synthetic accessibility score: from 1 (very easy) to 10 (very difficult) based on 1024 fragmental contributions (FP2) modulated by size and complexity penaties, trained on 12'782'590 molecules and tested on 40 external molecules (r² = 0.94)	2.08

Application In Synthesis of [ 40263-57-8 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Downstream synthetic route of [ 40263-57-8 ]

[ 40263-57-8 ] Synthesis Path-Downstream 1~32

1
[ 40263-57-8 ]
[ 124-41-4 ]
[ 13472-83-8 ]

References: [1]Chemische Berichte,1936,vol. 69,p. 2593,2604.

2
[ 40263-57-8 ]
[ 10160-87-9 ]
[ 108444-31-1 ]

Yield	Reaction Conditions	Operation in experiment
82%	With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 70℃; for 14h;Inert atmosphere;	A mixture of <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (1 g, 4.5 mmol, 1.0 eq), 3,3-diethoxyprop-1-yne (754.0 mg, 5.9 mmol,1.3 eq), TEA (4.1 g, 41 mmol, 9.0 eq), CuT (172 mg, 905 imol, 0.2 eq) and Pd(PPh3)2C12 (318mg, 453 imol, 0.1 eq) in 10 mL of THF was degassed and purged with N2 three times. The mixture was stirred at 70 C for 14 hours under N2 atmosphere. The reaction mixture was concentrated in vacuo. The residue was purified by column chromatography (Si02, eluting with petroleum ether: ethyl acetate = 100:1 to 2:1) to afford 820 mg of 2-(diethoxymethyl)furo[3,2- bjpyridine (3.7 mmol, 82% yield) as yellow oil.
	With copper(l) iodide; triethylamine;bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; for 17h;	2-Iodo-3-pyridinol (24 mmol), triethylamine (1.0 eq), 3,3-diethoxy-1-propyne (1.0 eq), bis(triphenylphosphine)palladium (II) chloride (0.02 eq), and copper(I) iodide (0.04 eq) were combined in DMF (14 mL) and allowed to stir for 17 hours. The mixture was diluted with ethyl acetate (100 mL) and filtered through a Celite pad. The filtrate was washed with saturated sodium bicarbonate (2*50 mls), dried over anhydrous magnesium sulfate, filtered, and the filtrate concentrated under reduced pressure to provide the title compound which was used in the next step without further purification. 1H NMR (CDCl3, 400 MHz) δ 1.28 (t, J=7.1 Hz, 6H), 3.70 (q, J=7.1 Hz, 4H), 5.68 (s, 1H), 7.05 (s, 1H), 7.23 (dd, J=8.5, 4.8 Hz, 1H), 7.77 (d, J=8.5 Hz, 1H), 8.57 (br, 1H). MS (DCI/NH3) m/z 222 (M+H)+.
	With copper(l) iodide;bis-triphenylphosphine-palladium(II) chloride; for 17h;	[2-IODO-3-PYRIDINOL] (24 mmol), triethylamine (1.0 [EQ),] 3, [3-DIETHOXY-1-PROPYNE] (1.0 eq), bis (triphenylphosphine) palladium [(II)] chloride (0.02 [EQ),] and copper [(I)] iodide (0.04 eq) were combined in DMF (14 mL) and allowed to stir for 17 hours. The mixture was diluted with ethyl acetate (100 mL) and filtered through a Celite pad. The filtrate was washed with saturated sodium bicarbonate (2x50mls), dried over anhydrous magnesium sulfate, filtered, and the filtrate concentrated under reduced pressure to provide the title compound which was used in the next step without further [PURIFICATION.'H] NMR [(CDC13,] [400MHZ)] [5] 1.28 (t, J=7. [1HZ,] 6H), 3.70 (q, J=7. [1HZ,] 4H), 5.68 (s, 1H), 7.05 (s, [1H),] 7.23 (dd, J=8.5, 4.8Hz, [1H),] 7.77 (d, J=8. 5Hz, 1H), 8.57 (br, 1H). MS (DCI/NH3) [M/Z] 222 (M+H) [+.]

References: [1]Synthesis,1986,p. 749 - 751.
[2]Patent: WO2018/119395,2018,A1 .Location in patent: Page/Page column 184.
[3]Patent: US2006/172995,2006,A1 .Location in patent: Page/Page column 56.
[4]Patent: WO2003/101994,2003,A1 .Location in patent: Page 92-93.

3
[ 40263-57-8 ]
[ 79-38-9 ]
[ 110860-99-6 ]

References: [1]Synthesis,1990,p. 604 - 608.

4
[ 40263-57-8 ]
[ 78-27-3 ]
[ 108444-30-0 ]

References: [1]Synthesis,1986,p. 749 - 751.

5
[ 40263-57-8 ]
[ 107-30-2 ]
[ 87905-88-2 ]

Yield	Reaction Conditions	Operation in experiment
6 g		To a stirred solution of <strong>[40263-57-8]3-hydroxy-2-iodopyridine</strong> (10 g, 45.24 mmol) in THF : DMF (10 mL: 20 mL) at 0 C was added tert-BuO-K (6 g, 54.3 mmol) portion wise. After stirring the reaction mixture for 30 mi methoxymethyl chloride (4 mL, 50 mmol) was added at 0 C and the resulting mixture was allowed to stir at room temperature for 3 hrs. Reaction mixture was diluted with brine and extracted with EtOAc (3 x 150 mL). EtOAc part was dried over anhydrous sodium sulfate, concentrated under reduced pressure to afford crude mass which was purified by column chromatography using silica (100-200 mesh) and EtOAc-hexane as eluent to afford 2-iodo-3- (methoxymethoxy)pyridine (6.0 g) as off white solid.
9.9 g		To a solution of <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (CAS No. 40263-57-8) (9.67 g, 43.8 mmol, 1 equivalent) in THF (200 mL) was added sodium hydride (60% oil dispersion, 1.93 g, 48.1 mmol, 1.1 equivalents) at 0 C., and the reaction mixture was stirred at 0 C. for 10 minutes. To the solution was added chloromethyl methyl ether (3.66 mL, 48.1 mmol, 1.1 equivalents), and the mixture was stirred at 0 C. for 10 minutes and at room temperature for 1 hour. To the reaction mixture was added water, and then the mixture was concentrated under reduced pressure. The residue was extracted with chloroform, and the organic layer was concentrated under reduced pressure. The residue was purified with silica gel column chromatography (NH silica gel, 0%-40% ethyl acetate/n-heptane) to afford the title compound (9.9 g). 1H-NMR (400 MHz, CDCl3) δ (ppm): 3.52 (s, 3H), 5.27 (s, 2H), 7.18 (dd, J=8.2, 4.5 Hz, 1H), 7.28 (dd, J=8.2, 1.6 Hz, 1H), 8.06 (dd, J=4.5, 1.6 Hz, 1H). MS [M+H]+=266

References: [1]Tetrahedron,2002,vol. 58,p. 309 - 314.
[2]Liebigs Annalen der Chemie,1984,p. 1731 - 1739.
[3]Patent: WO2014/186035,2014,A1 .Location in patent: Page/Page column 200.
[4]Patent: US2017/137436,2017,A1 .Location in patent: Paragraph 0196-0199.

6
[ 40263-57-8 ]
[ 536-74-3 ]
[ 18068-82-1 ]

Yield	Reaction Conditions	Operation in experiment
95%	With copper(l) iodide; L-proline; sodium hydroxide; In dimethyl sulfoxide; at 80℃; for 12h;Inert atmosphere; Sealed tube;	General procedure: A sealable reaction tube equipped with a magnetic stirrer bar was charged with 2-iodophenols 1 (1 mmol), alkynes 2 (1 mmol), NaOH (2 mmol), CuI (0.1 mmol), proline (0.3 mmol) and DMSO (5 mL), and the reaction vessel placed in an oil bath at 80 C under N2 . After stirring the mixture at this temperature for 12 h, it was cooled to room temperature and diluted with ethyl acetate, washed with water and brine, dried over by MgSO4. After the solvent was removed under reduced pressure, the residue was purified by column chromatography on silica gel to afford the corresponding product.
79%	With potassium phosphate; In N,N-dimethyl-formamide; at 160℃;Schlenk technique; Inert atmosphere; Glovebox; Green chemistry;	General procedure: General produce: o-iodophenol (0.5 mmol), alkyne (1.0 mmol) andbase (1.0 mmol) were added into a 10 mL dry Schlenk tube under Ar,then anhydrous DMF (5 mL) was injected into the mixture using syringe.Then the solution stirred at preheated oil bath (160 C). The reactionwas monitored by TLC and GC.The mixture was cooled down toroom temperature after full conversion, then diluted with dichloromethaneand washed with water three times. The organic layerwas separated and washed with brine followed by drying with anhydrousNa2SO4. The filtrate was concentrated in vacuo to afford thecrude product, which was purified by flash column chromatography onsilica gel (petroleum ether).
63%	With potassium phosphate; C43H36N4O4Pd; In dimethylsulfoxide-d6; at 120℃; for 10h;	General procedure: In a typical run, performed in air, a 25 mL of round bottom askwas charged with a mixture of 2-iodophenol (0.50 mmol), terminalalkyne (0.60 mmol), and K3PO4 (1.00 mmol). A palladium complex(2a or 2b, 0.0005 mmol) was added to the mixture, followed byDMSO (ca. 2 mL) as a solvent, and then the reaction mixture washeated (either at 90C or at 120C) for 10 h. The reaction mixturewas cooled to room temperature, and water (ca. 20 mL) was added.The resulting mixture was extracted with EtOAc (ca. 50 mL). Theorganic layer was further extracted with EtOAc (ca. 2 20 mL). Theorganic layers were combined and vacuum dried to obtain a crudeproduct that was subsequently puried by column chromatog-raphy. The obtained benzofuran derivatives (3aa3ap) were char-acterized by NMR and Mass spectroscopy (See SupportingInformation Figures S4-S23).

References: [1]Advanced Synthesis and Catalysis,2014,vol. 356,p. 2070 - 2080.
[2]Tetrahedron Letters,2019,vol. 60,p. 133 - 136.
[3]Chemistry - A European Journal,2017,vol. 23,p. 12886 - 12891.
[4]Catalysis Today,2019,p. 101 - 108.
[5]Chemical and pharmaceutical bulletin,1986,vol. 34,p. 2719 - 2724.
[6]Tetrahedron,2020,vol. 76.

7
[ 40263-57-8 ]
[ 4187-87-5 ]
[ 108444-29-7 ]

References: [1]Advanced synthesis and catalysis,2012,vol. 354,p. 2751 - 2756,6.
[2]Synthesis,1986,p. 749 - 751.

8
[ 40263-57-8 ]
[ 1493-27-2 ]
2-iodo-3-(2-nitro-phenoxy)-pyridine [ No CAS ]

References: [1]Journal of the American Chemical Society,2005,vol. 127,p. 14776 - 14784.
[2]Organic Letters,2012,vol. 14,p. 1892 - 1895.

9
[ 40263-57-8 ]
[ 100-52-7 ]
[ 19974-91-5 ]

References: [1]Chemical Communications,2004,p. 2288 - 2289.

10
[ 40263-57-8 ]
[ 123-72-8 ]
2-(1-hydroxy-butyl)-pyridin-3-ol [ No CAS ]

References: [1]Chemical Communications,2004,p. 2288 - 2289.

11
[ 40263-57-8 ]
6-ethynyl-3-[4-((1S,3R,5R)-8-methyl-8-azabicyclo[3.2.1]oct-3-yloxy)phenyl]-3H-thieno[3,2-d]pyrimidin-4-one [ No CAS ]
6-furo[3,2-b]pyridin-2-yl-3-[4-((1S,3R,5R)-8-methyl-8-azabicyclo[3.2.1]oct-3-yloxy)phenyl]-3H-thieno[3,2-d]pyrimidin-4-one [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In toluene; at 90℃; for 5h;	6-Ethynyl-3-[4-((l S,3R,5R)-8-methyl-8-azabicyclo[3.2.1]oct-3-yloxy)phenyl]-3H-thieno[3,2- d]pyrimidin-4-one (39.2 mg), bis(triphenylphosphine)palladium chloride (3.5 mg) and copper iodide (0.95 mg) were added to a solution of 2-iodo-3-pyridinol (22.1 mg) and triethylamine (0.272 mL) in toluene (1.36 mL). The reaction mixture was heated at 900C for 5 hours. The solvent was then removed in vacuo, the residue was taken up in ethyl acetate and water, and the organic phase was acidified with 2N hydrochloric acid. The organic phase was then washed with water and saturated sodium chloride solution, dried over sodium sulfate and concentrated. The crude product was purified by preparative HPLC. The product with the molecular weight of 484.58 (C27H24N4O3S) was obtained in this way; MS (ESI): 485 (M+H+).

References: [1]Patent: WO2007/93365,2007,A2 .Location in patent: Page/Page column 117.

12
[ 40263-57-8 ]
[ 960521-61-3 ]
[ 960521-62-4 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 70℃; for 16h;Under nitrogen;	Intermediate 11 Ethyl ?-^-furotS^-blpyridin^-yOpheny^-Z-I^frans-?methylcyclohexylJcarbonylKI- methylethyl)amino]-3-furancarboxylateTo Intermediate 10 (78 mg) was added <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (40.8 mg), bis(triphenylphosphine)palladium dichloride (13 mg), copper (I) iodide (3.5 mg) and triethylamine (1.2 mL). The reaction was stirred at 7O0C, under nitrogen, for 16 h. The reaction was cooled, partitioned between saturated sodium bicarbonate solution and DCM1, passed through a hydrophobic and then concentrated. The crude product was dissolved in DCM, filtered and purified by ISCO companion silica chromatography eluting with a gradient of ethyl acetate in cyclohexane (0% to 100%) to give the title compound. MS calcd for (C3IH34N2O5 + H)+: 515 MS found (electrospray): (M+H)+ = 515

References: [1]Patent: WO2007/147794,2007,A1 .Location in patent: Page/Page column 30.

13
[ 40263-57-8 ]
[ 960521-82-8 ]
[ 960521-83-9 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 70℃; for 17h;	Intermediate 33Ethyl 5-(4-furo[3,2-b]pyridin-2-ylphenyl)-2-[[(fra?s-4- methylcyclohexyl)carbonyl](tetrahydro-3-furanyl)amino]-3-furancarboxylateA mixture of Intermediate 32 (228 mg), <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (112 mg), copper(l) iodide (10 mg), dichlorobis(triphenylphosphine)palladiurr) (II) (36 mg) and triethylamine (3.5 ml_) were stirred and heated in a Reacti-vial at 700C for 17 h. The reaction was cooled, partitioned between saturated sodium bicarbonate solution and DCM, separated using a hydrophobic frit and the organics were evaporated in vacuo. The crude material was purified by ISCO Companion silica chromatography, eluting with a gradient 0-100% EtOAc in cyclohexane to give the title compound. MS calcd for (C32H34N2O6 + H)+: 543 MS found (electrospray): (M+H)+ = 543

References: [1]Patent: WO2007/147794,2007,A1 .Location in patent: Page/Page column 41.

14
[ 40263-57-8 ]
[ 960521-86-2 ]
[ 960521-87-3 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 70℃;	Intermediate 37Ethyl 5-(4-furo[3,2-b]pyridin-2-ylphenyl)-2-[(frans-4-methylcyclohexyl)carbonyl][2- (methyloxy)ethyl]amino}-3-furancarboxylateA mixture of Intermediate 36 (220 mg), 2-?odo-3-hydroxypy?d?ne (1 12 mg), copper(l) iodide (10 mg), d?chlorob?s(t?phenylphosphine)pallad?um (II) (36 mg) and triethylamine (3 5 ml_) were heated in a Reacti-vial at 7O0C overnight. The reaction was cooled to room temperature, partitioned between saturated sodium bicarbonate solution and DCM, separated using a hydrophobic frit and the organics were evaporated in vacuo The crude material was purified by ISCO Companion silica chromatography, eluting with a gradient 0- 100% EtOAc in cyclohexane to give the title compound. MS calcd for (C31H34N2O6 + H)+- 531 MS found (electrospray)- (M+H)+ = 531

References: [1]Patent: WO2007/147794,2007,A1 .Location in patent: Page/Page column 43.

15
[ 40263-57-8 ]
[ 869790-31-8 ]

References: [1]Journal of the American Chemical Society,2005,vol. 127,p. 14776 - 14784.
[2]Organic Letters,2012,vol. 14,p. 1892 - 1895.

16
[ 40263-57-8 ]
pyrido[2,3-b][1,4]benzoxazepin-11(10H)-one [ No CAS ]

References: [1]Journal of the American Chemical Society,2005,vol. 127,p. 14776 - 14784.

17
[ 40263-57-8 ]
[ 174669-74-0 ]

References: [1]Journal of Medicinal Chemistry,1998,vol. 41,p. 3690 - 3698.
[2]Journal of labelled compounds and radiopharmaceuticals,1998,vol. 41,p. 309 - 318.

18
[ 40263-57-8 ]
[ 205594-63-4 ]

References: [1]Journal of Medicinal Chemistry,1998,vol. 41,p. 3690 - 3698.
[2]Journal of labelled compounds and radiopharmaceuticals,1998,vol. 41,p. 309 - 318.

19
[ 40263-57-8 ]
6-Brom-3,3'-dihydroxy-2,2'-bipyridin [ No CAS ]

20
[ 40263-57-8 ]
4,6-Dibrom-3,3'-dihydroxy-2,2'-bipyridin [ No CAS ]

21
[ 40263-57-8 ]
4,4'6-Tribrom-3,3'-dihydroxy-2,2'-bipyridin [ No CAS ]

22
[ 40263-57-8 ]
4,4',6,6'-Tetrabrom-3,3'-dihydroxy-2,2'-bipyridin [ No CAS ]

23
[ 40263-57-8 ]
(S)-tert-butyl 2-ethynylpyrrolidine-1-carboxylate [ No CAS ]
(2S)-2-(pyrrolidin-2-yl)-2,3-dihydrofuro[3,2-b]pyridine [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In pyridine; cyclohexane; ethyl acetate;	2.0 g (10.24 mmol) of 1,1-dimethylethyl (S)-2-ethynyl-1-pyrrolidinecarboxylate and 2.26 g (10.24 mmol) of <strong>[40263-57-8]2-iodopyridin-3-ol</strong> are dissolved in 50 ml of pyridine, under an argon atmosphere, in a 100 ml three-necked round-bottomed flask. 0.88 g (6.15 mmol) of copper(I) oxide is added and the mixture is heated at reflux for 24 h. The solution is filtered through paper and the solvent is evaporated under reduced pressure. The residue is purified by chromatography on silica gel, elution being carried out with a 60/40 and then 50/50 mixture of cyclohexane and ethyl acetate. 2.43 g of product are thus obtained in the form of a thick oil. [α]D20 =-102.6 (c=1, CHCl3).

References: [1]Patent: US6143761,2000,A .

24
[ 40263-57-8 ]
[ 92186-08-8 ]
3-Hydroxy-2-iodo-1-(4-dodecylbenzyl)pyridinium bromide [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	In thiophene; acetone;	(c) 3-Hydroxy-2-iodo-1-(4-dodecylbenzyl)pyridinium bromide A mixture of <strong>[40263-57-8]3-hydroxy-2-iodopyridine</strong> (22.1 g, 0.1M) and 4-dodecylbenzyl bromide (37.2 g, 0.101M) was stirred in sulpholane (100 ml) at 90 C. for 8 hours. Acetone was added and the precipitated product filtered and washed with acetone to yield a white solid (45 g). The product was recrystallized from a mixture of methanol and water, collected and dried at 60 C. (35 g).

References: [1]Patent: US5342937,1994,A .

25
[ 40263-57-8 ]
[ 100-39-0 ]
[ 154497-47-9 ]

Yield	Reaction Conditions	Operation in experiment
	With potassium carbonate; caesium carbonate; In N-methyl-acetamide;	A. 152.6 g of potassium carbonate and 15.3 g of cesium carbonate are added to a solution of 122 g of <strong>[40263-57-8]3-hydroxy-2-iodopyridine</strong> and 65.7 ml of benzyl bromide in 1.5 l of dimethylformamide, and the suspension is stirred under argon atmosphere for 20 hours at room temperature. The reaction mixture is filtered, the filter residue is washed with dichloromethane, the filtrate is concentrated by evaporation, and the residue is chromatographed on silica gel with hexane/10-20% ethyl acetate. 146.3 g of 3-benzyloxy-2-iodopyridine is obtained as oil. IR(CHCl3): 2980, 1552, 1438, 1402, 1371, 1067, 1002, 908 cm-1.

References: [1]Patent: US5624943,1997,A .

26
[ 40263-57-8 ]
[ 766-96-1 ]
[ 934328-77-5 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 90℃; for 4h;Product distribution / selectivity;	To 4-bromophenylactetylene (4.3 g) was added <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (5.25 g), bis(triphenylphosphine)palladium dichloride (1.5 g), copper (I) iodide (0.58 g) and triethylamine (100 ml_). The reaction was stirred at 9O0C1 under nitrogen, for 4 h. The reaction was cooled, diluted with EtOAc (400 ml.) and washed twice with saturated ammonium chloride solution, brine and then concentrated. The crude product was dissolved in DCM, filtered and purified by ISCO companion silica chromatography eluting with a gradient of ethyl acetate in cyclohexane (30-100%) to give the title compound. MS calcd for (C13H8BrNO + H)+: 274/276 MS found (electrospray): (M+H)+ = 274/276
		A suspension of bis(triphenylphosphine)palladium dichloride (92 mg) and copper (I) iodide (430 mg) in DMF (7.5 ml.) was treated with triethylamine (4.6 mL) and heated to 7O0C. 4- Bromophenylacetylene (3.98 g) and <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (6.12 g) were dissolved in DMF (13 mL) and added dropwise to the mixture over 80 min. The mixture was heated at 7O0C for 19 h and cooled to 370C. Water (45 mL) was added over 10 min and the resulting suspension was filtered, washing with 1 :1 DMF:water (2 x 60 mL) and then water (40 mL). The wet solid was suspended in 3:1 toluene: MeOH (70 mL), heated to reflux for ~ 30 mins and cooled. Charcoal (1.13 g) was added and the mixture was refluxed for 1 h. The mixture was cooled, filtered through silica (11.3 g) and washed with 3:1 toluene:MeOH (2 x 20 mL). The filtrate was concentrated to 80% of its volume and iso-propanol (60 mL) was added. The mixture was further concentrated to 80% of its volume, and the suspension was then allowed to cool to ambient temperature overnight. The mixture was cooled further to 50C, filtered and washed with cold iso-propanol (2 x 9 mL). The solid was dried in vacuo to give the title compound.1H NMR (d6-DMSO):. δ 8.51 (1 H, bd), 8.05 (1 H, d), 7.93 (2H, d), 7.8-7.7 (3H, m), 7.35 (1 H, dd).
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 90℃; for 4h;	To 4-bromophenylactetylene (4.3 g) was added <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (5.25 g), bis(triphenylphosphine)palladium dichloride (1.5 g), copper (I) iodide (0.58 g) and triethylamine (100 ml_). The reaction was stirred at 9O0C, under nitrogen, for 4 h. The reaction was cooled, diluted with EtOAc (400 ml.) and washed twice with saturated ammonium chloride solution, brine and then concentrated. The crude product was dissolved in DCM, filtered and purified by ISCO companion silica chromatography eluting with a gradient of ethyl acetate in cyclohexane (30-100%) to give the title compound. MS calcd for (C13H8BrNO + H)+: 274/276 MS found (electrospray): (M+H)+ = 274/276

	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 50℃; for 3h;	Intermediate 39 2-(4-Bromophenyl)furo[3,2-b]pyridineTo 4-bromophenylactetylene (1.65 g) was added <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (2.02 g), bis(triphenylphosphine)palladium dichloride (575 mg), copper (I) iodide (225 mg) and triethylamine (35 ml_). The reaction was stirred at 5O0C, under nitrogen, for 3 h. The reaction was cooled, diluted with DCM (250 ml_) and washed with saturated ammonium chloride solution, brine and then concentrated. The crude product was purified by ISCO companion silica chromatography eluting with a gradient of ethyl acetate in cyclohexane to give the title compound.MS calcd for (C13H8BrNO + H)+: 274/276MS found (electrospray): (M+H)+ = 274/276
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 50℃; for 3h;	Intermediate 4 2-(4-Bromophenyl)furo[3,2-]pyridineTo 4-bromophenylactetylene (1.65 g) was added <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (2.02 g), bis(triphenylphosphine)palladium dichloride (575 mg), copper (I) iodide (225 mg) and triethylamine (35 mL). The reaction was stirred at 5O0C, under nitrogen, for 3 h. The reaction was cooled, diluted with DCM (250 mL) and washed with saturated ammonium chloride solution, brine and then concentrated. The crude product was purified by ISCOCompanion silica chromatography eluting with a gradient of ethyl acetate in cyclohexane to give the title compound.MS calcd for (C13H8BrNO + H)+: 274/276 MS found (electrospray): (M+H)+ = 274/276
	With copper(l) iodide; triethylamine;bis-triphenylphosphine-palladium(II) chloride; at 90℃; for 4h;Neat (no solvent);	Intermediate 3 2-(4-Bromophenyl)furo[3,2-b]pyridineT )> <( ))- BrTo 4-bromophenylactetylene (4.3 g) was added <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (5.25 g), bis(triphenylphosphine)palladium dichloride (1.5 g), copper (I) iodide (0.58 g) and triethylamine (100 mL). The reaction was stirred at 9O0C, under nitrogen, for 4 h. The reaction was cooled, diluted with EtOAc (400 mL) and washed twice with saturated ammonium chloride solution, brine and then concentrated. The crude product was dissolved in DCM, filtered and purified by ISCO Companion silica chromatography eluting with a gradient of ethyl acetate in cyclohexane (30-100%) to give the title compound. MS calcd for (Ci3H8BrNO + H)+: 274/276 MS found (electrospray): (M+H)+ = 274/276

References: [1]Patent: WO2007/71434,2007,A1 .Location in patent: Page/Page column 30.
[2]Patent: WO2007/71434,2007,A1 .Location in patent: Page/Page column 30.
[3]Patent: WO2008/43791,2008,A2 .Location in patent: Page/Page column 31.
[4]Patent: WO2007/39146,2007,A1 .Location in patent: Page/Page column 50.
[5]Patent: WO2007/88148,2007,A1 .Location in patent: Page/Page column 25.
[6]Patent: WO2008/17688,2008,A1 .Location in patent: Page/Page column 28.

27
[ 40263-57-8 ]
ethyl 1-(4-ethynylphenyl)-3-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-1H-pyrazole-4-carboxylate [ No CAS ]
ethyl 1-(4-furo[3,2-b]pyridin-2-ylphenyl)-3-[[(trans-4-methylcyclohexyl)carbonyl](1-methylethyl)amino]-1H-pyrazole-4-carboxylate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 70℃; for 3h;	Intermediate 47Ethyl 1 -(4-furo[3,2-]pyridin-2-ylphenyl)-3-[[(fraϖs-4-methylcyclohexyl)carbonyl](1 - methylethyl)amino]-1H-pyrazole-4-carboxylateA solution of Intermediate 46 (3.49 g) in triethylamine (25 mL) was divided into 5 equal portions and each portion placed in a Reactivial and each treated with 3-hydroxy-2-iodo- pyridine (0.18 g), copper (I) iodide (0.016 g) and dichlorobis(triphenylphosphine)palladium (0.058 g). The Reactivials were stirred and heated at 7O0C for 3 h, then allowed to cool and the contents of each one combined, diluted with DCM and washed with saturated ammonium chloride solution, brine, dried (Na2SO4) and evaporated to give a foam. The foam was purified by chromatography on silica gel using a cyclohexane /ethyl acetate gradient to give the title compound. MS calcd for (C30H34N4O4+ H)+ : 515 MS found (electrospray): (M+H)+ = 515

References: [1]Patent: WO2007/39146,2007,A1 .Location in patent: Page/Page column 53.

28
[ 40263-57-8 ]
bis(triphenylphosphine)palladium(II) dichloride [ No CAS ]
[ 10160-87-9 ]
[ 108444-31-1 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;copper(I) iodide; In N,N-dimethyl-formamide;	EXAMPLE 35a 2-(diethoxymethyl)furo[3,2-b]pyridine 2-Iodo-3-pyridinol (24 mmol), triethylamine (1.0 eq), 3,3-diethoxy-1-propyne (1.0 eq), bis(triphenylphosphine)palladium (II) chloride (0.02 eq), and copper(I) iodide (0.04 eq) were combined in DMF (14 mL) and allowed to stir for 17 hours. The mixture was diluted with ethyl acetate (100 mL) and filtered through a Celite pad. The filtrate was washed with saturated sodium bicarbonate (2*50 mls), dried over anhydrous magnesium sulfate, filtered, and the filtrate concentrated under reduced pressure to provide the title compound which was used in the next step without further purification. 1H NMR (CDCl3, 400 MHz) δ1.28 (t, J=7.1 Hz, 6H), 3.70 (q, J=7.1 Hz, 4H), 5.68 (s, 1H), 7.05 (s, 1H), 7.23 (dd, J=8.5, 4.8 Hz, 1H), 7.77 (d, J=8.5 Hz, 1H), 8.57 (br, 1H). MS (DCI/NH3) m/z 222 (M+H)+.

References: [1]Patent: US2004/2488,2004,A1 .

29
[ 40263-57-8 ]
[ 942590-44-5 ]
[ 942590-45-6 ]

Yield	Reaction Conditions	Operation in experiment
	With triethylamine;bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; at 70℃;	Intermediate 150 (250 mg), 2-iodo-3-pyridinol (125 mg), copper (I) iodide (10.7 mg) and dichlorobis(triphenylphosphine)palladium (II) (39 mg) were dissolved in triethylamine (3.5 ml_) and were heated in a Reacti-vial at 7O0C overnight. The reaction was partitioned between saturated sodium bicarbonate solution and DCM. The organics were dried using a hydrophobic frit and were evaporated in vacuo. The crude material was purified by ISCO Companion silica chromatography, eluting with a gradient 5-100% EtOAc in cyclohexane to give the title compound. MS calcd for (C29H32N2O4S2 + H)+: 537 MS found (electrospray): (M+H)+ = 537

References: [1]Patent: WO2007/71434,2007,A1 .Location in patent: Page/Page column 101.

30
[ 13781-67-4 ]
[ 40263-57-8 ]
[ 1189815-78-8 ]

Yield	Reaction Conditions	Operation in experiment
90%	With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20℃;	Example 7; 2-Iodo-3-(2-thiophen-3-yl-ethoxy)-pyridine; 13 To a solution containing <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> 12 (1.85 g, 8.37 mmol), 2-(3-thienyl)ethanol (1.20 mL, 10.9 mmol), and triphenylphosphine (2.85 g, 10.9 mmol) in tetrahydrofuran (46.2 mL, 5.70 mmol) was added diisopropyl azodicarboxylate (2.14 mL, 10.9 mmol) dropwise. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was concentrated and purified by flash chromatography EtOAc/Hex (0-100%) eluted at 30% to give 13 (yield 90%). MS: (ESI+) 332.2
90%	With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20℃; for 18h;	Step 1: 2-Iodo-3-(2-thiophen-3-yl-ethoxy)-pyridine To a solution containing <strong>[40263-57-8]2-iodo-3-hydroxypyridine</strong> (1.85 g, 8.37 mmol), 2-(3-thienyl)ethanol (1.20 mL, 10.9 mmol), and triphenylphosphine (2.85 g, 10.9 mmol) in tetrahydrofuran (46.2 mL, 5.70 mmol) was added diisopropyl azodicarboxylate (2.14 mL, 10.9 mmol) dropwise. The reaction mixture was stirred at room temperature for 18 h. The reaction mixture was concentrated and purified by flash chromatography EtOAc/Hex (0-100%) eluted at 30% to give 2-Iodo-3-(2-thiophen-3-yl-ethoxy)-pyridine (yield 90%). MS: (ESI+) 332.2

References: [1]Patent: US2009/247567,2009,A1 .Location in patent: Page/Page column 153.
[2]Patent: US2011/76291,2011,A1 .Location in patent: Page/Page column 147.

31
[ 40263-57-8 ]
[ 201230-82-2 ]
[ 442158-18-1 ]
[ 1202754-27-5 ]

References: [1]Organic Letters,2010,vol. 12,p. 192 - 195.

32
[ 40263-57-8 ]
[ 68820-12-2 ]
[ 201230-82-2 ]
10-tosyl-6,7,8,9,9a,10-hexahydrobenzo[b]pyrido[2,3-f][1,4]oxazepin-11(5aH)-one [ No CAS ]

References: [1]Organic Letters,2010,vol. 12,p. 192 - 195.

Historical Records

Technical Information

Related Functional Groups of
[ 40263-57-8 ]

Alcohols

A191659 [59288-40-3]

Ethyl 5-hydroxy-6-iodonicotinate

Similarity: 0.68

A179821 [42732-49-0]

3-Hydroxy-5-picoline

Similarity: 0.65

A199246 [89282-03-1]

3-Iodopyridin-4-ol

Similarity: 0.65

A197132 [3543-01-9]

5-Aminopyridin-3-ol

Similarity: 0.62

A293552 [3543-02-0]

Pyridine-3,5-diol

Similarity: 0.62

Related Parent Nucleus of
[ 40263-57-8 ]

Pyridines

A191659 [59288-40-3]

Ethyl 5-hydroxy-6-iodonicotinate

Similarity: 0.68

A179821 [42732-49-0]

3-Hydroxy-5-picoline

Similarity: 0.65

A199246 [89282-03-1]

3-Iodopyridin-4-ol

Similarity: 0.65

A220922 [53710-17-1]

2,6-Diiodopyridine

Similarity: 0.63

A293552 [3543-02-0]

Pyridine-3,5-diol

Similarity: 0.62

Precautionary Statements-General
Code	Phrase
P101	If medical advice is needed,have product container or label at hand.
P102	Keep out of reach of children.
P103	Read label before use
Prevention
Code	Phrase
P201	Obtain special instructions before use.
P202	Do not handle until all safety precautions have been read and understood.
P210	Keep away from heat/sparks/open flames/hot surfaces. - No smoking.
P211	Do not spray on an open flame or other ignition source.
P220	Keep/Store away from clothing/combustible materials.
P221	Take any precaution to avoid mixing with combustibles
P222	Do not allow contact with air.
P223	Keep away from any possible contact with water, because of violent reaction and possible flash fire.
P230	Keep wetted
P231	Handle under inert gas.
P232	Protect from moisture.
P233	Keep container tightly closed.
P234	Keep only in original container.
P235	Keep cool
P240	Ground/bond container and receiving equipment.
P241	Use explosion-proof electrical/ventilating/lighting/equipment.
P242	Use only non-sparking tools.
P243	Take precautionary measures against static discharge.
P244	Keep reduction valves free from grease and oil.
P250	Do not subject to grinding/shock/friction.
P251	Pressurized container: Do not pierce or burn, even after use.
P260	Do not breathe dust/fume/gas/mist/vapours/spray.
P261	Avoid breathing dust/fume/gas/mist/vapours/spray.
P262	Do not get in eyes, on skin, or on clothing.
P263	Avoid contact during pregnancy/while nursing.
P264	Wash hands thoroughly after handling.
P265	Wash skin thouroughly after handling.
P270	Do not eat, drink or smoke when using this product.
P271	Use only outdoors or in a well-ventilated area.
P272	Contaminated work clothing should not be allowed out of the workplace.
P273	Avoid release to the environment.
P280	Wear protective gloves/protective clothing/eye protection/face protection.
P281	Use personal protective equipment as required.
P282	Wear cold insulating gloves/face shield/eye protection.
P283	Wear fire/flame resistant/retardant clothing.
P284	Wear respiratory protection.
P285	In case of inadequate ventilation wear respiratory protection.
P231 + P232	Handle under inert gas. Protect from moisture.
P235 + P410	Keep cool. Protect from sunlight.
Response
Code	Phrase
P301	IF SWALLOWED:
P304	IF INHALED:
P305	IF IN EYES:
P306	IF ON CLOTHING:
P307	IF exposed:
P308	IF exposed or concerned:
P309	IF exposed or if you feel unwell:
P310	Immediately call a POISON CENTER or doctor/physician.
P311	Call a POISON CENTER or doctor/physician.
P312	Call a POISON CENTER or doctor/physician if you feel unwell.
P313	Get medical advice/attention.
P314	Get medical advice/attention if you feel unwell.
P315	Get immediate medical advice/attention.
P320
P302 + P352	IF ON SKIN: wash with plenty of soap and water.
P321
P322
P330	Rinse mouth.
P331	Do NOT induce vomiting.
P332	IF SKIN irritation occurs:
P333	If skin irritation or rash occurs:
P334	Immerse in cool water/wrap n wet bandages.
P335	Brush off loose particles from skin.
P336	Thaw frosted parts with lukewarm water. Do not rub affected area.
P337	If eye irritation persists:
P338	Remove contact lenses, if present and easy to do. Continue rinsing.
P340	Remove victim to fresh air and keep at rest in a position comfortable for breathing.
P341	If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P342	If experiencing respiratory symptoms:
P350	Gently wash with plenty of soap and water.
P351	Rinse cautiously with water for several minutes.
P352	Wash with plenty of soap and water.
P353	Rinse skin with water/shower.
P360	Rinse immediately contaminated clothing and skin with plenty of water before removing clothes.
P361	Remove/Take off immediately all contaminated clothing.
P362	Take off contaminated clothing and wash before reuse.
P363	Wash contaminated clothing before reuse.
P370	In case of fire:
P371	In case of major fire and large quantities:
P372	Explosion risk in case of fire.
P373	DO NOT fight fire when fire reaches explosives.
P374	Fight fire with normal precautions from a reasonable distance.
P376	Stop leak if safe to do so. Oxidising gases (section 2.4) 1
P377	Leaking gas fire: Do not extinguish, unless leak can be stopped safely.
P378
P380	Evacuate area.
P381	Eliminate all ignition sources if safe to do so.
P390	Absorb spillage to prevent material damage.
P391	Collect spillage. Hazardous to the aquatic environment
P301 + P310	IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P301 + P312	IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P301 + P330 + P331	IF SWALLOWED: Rinse mouth. Do NOT induce vomiting.
P302 + P334	IF ON SKIN: Immerse in cool water/wrap in wet bandages.
P302 + P350	IF ON SKIN: Gently wash with plenty of soap and water.
P303 + P361 + P353	IF ON SKIN (or hair): Remove/Take off Immediately all contaminated clothing. Rinse SKIN with water/shower.
P304 + P312	IF INHALED: Call a POISON CENTER or doctor/physician if you feel unwell.
P304 + P340	IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P304 + P341	IF INHALED: If breathing is difficult, remove victim to fresh air and keep at rest in a position comfortable for breathing.
P305 + P351 + P338	IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continue rinsing.
P306 + P360	IF ON CLOTHING: Rinse Immediately contaminated CLOTHING and SKIN with plenty of water before removing clothes.
P307 + P311	IF exposed: call a POISON CENTER or doctor/physician.
P308 + P313	IF exposed or concerned: Get medical advice/attention.
P309 + P311	IF exposed or if you feel unwell: call a POISON CENTER or doctor/physician.
P332 + P313	IF SKIN irritation occurs: Get medical advice/attention.
P333 + P313	IF SKIN irritation or rash occurs: Get medical advice/attention.
P335 + P334	Brush off loose particles from skin. Immerse in cool water/wrap in wet bandages.
P337 + P313	IF eye irritation persists: Get medical advice/attention.
P342 + P311	IF experiencing respiratory symptoms: call a POISON CENTER or doctor/physician.
P370 + P376	In case of fire: Stop leak if safe to Do so.
P370 + P378	In case of fire:
P370 + P380	In case of fire: Evacuate area.
P370 + P380 + P375	In case of fire: Evacuate area. Fight fire remotely due to the risk of explosion.
P371 + P380 + P375	In case of major fire and large quantities: Evacuate area. Fight fire remotely due to the risk of explosion.
Storage
Code	Phrase
P401
P402	Store in a dry place.
P403	Store in a well-ventilated place.
P404	Store in a closed container.
P405	Store locked up.
P406	Store in corrosive resistant/ container with a resistant inner liner.
P407	Maintain air gap between stacks/pallets.
P410	Protect from sunlight.
P411
P412	Do not expose to temperatures exceeding 50 oC/ 122 oF.
P413
P420	Store away from other materials.
P422
P402 + P404	Store in a dry place. Store in a closed container.
P403 + P233	Store in a well-ventilated place. Keep container tightly closed.
P403 + P235	Store in a well-ventilated place. Keep cool.
P410 + P403	Protect from sunlight. Store in a well-ventilated place.
P410 + P412	Protect from sunlight. Do not expose to temperatures exceeding 50 oC/122oF.
P411 + P235	Keep cool.
Disposal
Code	Phrase
P501	Dispose of contents/container to ...
P502	Refer to manufacturer/supplier for information on recovery/recycling

Physical hazards
Code	Phrase
H200	Unstable explosive
H201	Explosive; mass explosion hazard
H202	Explosive; severe projection hazard
H203	Explosive; fire, blast or projection hazard
H204	Fire or projection hazard
H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

Alternative Products

Product Details of [ 40263-57-8 ]

Safety of [ 40263-57-8 ]

Computational Chemistry of [ 40263-57-8 ] Show Less

Physicochemical Properties

Lipophilicity

Water Solubility

Pharmacokinetics

Druglikeness

Medicinal Chemistry

Application In Synthesis of [ 40263-57-8 ]

[ 40263-57-8 ] Synthesis Path-Downstream 1~32

Related Products

Historical Records

Technical Information

Categories

Related Functional Groups of
[ 40263-57-8 ]

Alcohols

Related Parent Nucleus of
[ 40263-57-8 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Molarity Calculator

Total Compounds Calculator

Dissolution Calculator

Alternative Products

Product Details of [ 40263-57-8 ]

Safety of [ 40263-57-8 ]

Computational Chemistry of [ 40263-57-8 ] Show Less

Physicochemical Properties

Lipophilicity

Water Solubility

Pharmacokinetics

Druglikeness

Medicinal Chemistry

Application In Synthesis of [ 40263-57-8 ]

[ 40263-57-8 ] Synthesis Path-Downstream 1~32

Related Products

Historical Records

Technical Information

Categories

Related Functional Groups of [ 40263-57-8 ]

Alcohols

Related Parent Nucleus of [ 40263-57-8 ]

Pyridines

Precautionary Statements-General

Prevention

Response

Storage

Disposal

Physical hazards

Health hazards

Environmental hazards

Inquiry

Molarity Calculator

Total Compounds Calculator

Dissolution Calculator

Related Functional Groups of
[ 40263-57-8 ]

Related Parent Nucleus of
[ 40263-57-8 ]