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Structure of 1077-01-6

Chemical Structure| 1077-01-6

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Product Details of [ 1077-01-6 ]

CAS No. :1077-01-6
Formula : C7H4F4O
M.W : 180.10
SMILES Code : FC(F)(F)OC1=CC(F)=CC=C1
MDL No. :MFCD00236323
Boiling Point : No data available
InChI Key :AUKDFDQPJWJEDH-UHFFFAOYSA-N
Pubchem ID :2777286

Safety of [ 1077-01-6 ]

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

Computational Chemistry of [ 1077-01-6 ] Show Less

Physicochemical Properties

Num. heavy atoms 12
Num. arom. heavy atoms 6
Fraction Csp3 0.14
Num. rotatable bonds 2
Num. H-bond acceptors 5.0
Num. H-bond donors 0.0
Molar Refractivity 33.08
TPSA ?

Topological Polar Surface Area: Calculated from
Ertl P. et al. 2000 J. Med. Chem.

9.23 Ų

Lipophilicity

Log Po/w (iLOGP)?

iLOGP: in-house physics-based method implemented from
Daina A et al. 2014 J. Chem. Inf. Model.

2.12
Log Po/w (XLOGP3)?

XLOGP3: Atomistic and knowledge-based method calculated by
XLOGP program, version 3.2.2, courtesy of CCBG, Shanghai Institute of Organic Chemistry

3.57
Log Po/w (WLOGP)?

WLOGP: Atomistic method implemented from
Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.

4.41
Log Po/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.

2.72
Log Po/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

2.81
Consensus Log Po/w?

Consensus Log Po/w: Average of all five predictions

3.12

Water Solubility

Log S (ESOL):?

ESOL: Topological method implemented from
Delaney JS. 2004 J. Chem. Inf. Model.

-3.44
Solubility 0.0648 mg/ml ; 0.00036 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.

-3.45
Solubility 0.064 mg/ml ; 0.000355 mol/l
Class?

Solubility class: Log S scale
Insoluble < -10 < Poorly < -6 < Moderately < -4 < Soluble < -2 Very < 0 < Highly

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

-3.3
Solubility 0.0898 mg/ml ; 0.000499 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

Yes
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.

-4.86 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

2.0
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

0.0 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<2.0
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)

1.63

Application In Synthesis of [ 1077-01-6 ]

* 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 [ 1077-01-6 ]

[ 1077-01-6 ] Synthesis Path-Downstream   1~23

YieldReaction ConditionsOperation in experiment
...presented by the following formula (4) which can respectively correspond to the formula (1) can be obtained. (D) Fluorine substituted aromatic compound represented by the formula (4) corresponding to the hydroxy compound wherein X1 is a substituent of the group (a) in the formula(1): ... 2-fluorobenzophenone, 3-fluorobenzophenone, 4-fluorobenzophenone, 2-trifluoromethylfluorobenzene, 3-trifluoromethylfluorobenzene, 4-trifluoromethylfluorobenzene, 2-trichloromethylfluorobenzene, 3-trichloromethylfluorobenzene, 4-trichloromethylfluorobenzene, 2-trifluoromethoxyfluorobenzene, 3-trifluoromethoxyfluorobenzene, 4-trifluoromethoxyfluorobenzene, 2-trichloromethoxyfluorobenzene, 3-trichloromethoxyfluorobenzene, 4-trichloromethoxyfluorobenzene, 2-fluorophenylmethylsulfone, 3-fluorophenylmethylsulfone, ...
  • 2
  • [ 1077-01-6 ]
  • [ 866632-57-7 ]
YieldReaction ConditionsOperation in experiment
To the solution of 3- (trifluoromethoxy)fluorobenzen(1g, 5.5 mmol) in lOmL THF at -78C, n-BuLi (1.6M, 3.75mL) was added dropwise. The resulting solution was stirred at -78C for 30 min. 12 (2.1g, 8.25 mmol) in THF (5mL) was added. The mixture was warmed to room temperature and then quenched with Na2C03 in saturated Na2S203 (1: 10) (30mL). The crude product was extracted with ether. The ether layer was dried over Na2S04 and filtered through a short silica gel column to give the desired iodide as an oil. ¹H NMR (CDC13): 7.39 (m, 1H), 7.12 (d, J=9.0 Hz, 1H), 7.05 (t, J=6.0 Hz, 1H) MS (ESI): m/e 307 (M+1)+
  • 3
  • [ 1077-01-6 ]
  • [ 68-12-2 ]
  • [ 1105060-20-5 ]
YieldReaction ConditionsOperation in experiment
To a solution of l-fluoro-3-trifluoromethoxy-benzene (1.73g, 9.6 mmol) inTHF (20 mL) at -78 0C was added nBuLi (1.2eq, 4.6 mL of 2.5M in hexanes). The mixture was stirred for 180 minutes and quenched with DMF (2 mL) and allowed to warm to room temperature. Solvents were removed, the reaction was washed with H2O (10 mL) and the organics concentrated giving the crude product.
4-Fluoro-2-trifluoromethoxy-benzaldehyde To a solution of <strong>[1077-01-6]1-fluoro-3-trifluoromethoxy-benzene</strong> (1.73g, 9.6 mmol) in THF (20 mL) at -78 C. was added nBuLi (1.2 eq, 4.6 mL of 2.5M in hexanes). The mixture was stirred for 180 minutes and quenched with DMF (2 mL) and allowed to warm to room temperature. Solvents were removed, the reaction was washed with H2O (10 mL) and the organics concentrated giving the crude product.
  • 4
  • [ 1077-01-6 ]
  • [ 123572-65-6 ]
YieldReaction ConditionsOperation in experiment
42% With sulfuric acid; potassium nitrate; at 0 - 5℃; for 2h;Inert atmosphere; <strong>[1077-01-6]1-fluoro-3-(trifluoromethoxy)benzene</strong> (7.5 g, 41.6 mmol) was dissolved in concentrated sulfuric acid (30 mL),and the mixuture was cooled to 0 C. KNO3 (1.04 g, 10.25 mmol) was added slowly in batches. The internal temperatureis keeped below 5 C. Upon completion of the addition, the mixture was stirred for 2 hours. An eice-water mixture (about50 mL) was added. The reaction solution was extracted with methyl tert-butyl ether (2033 mL), and the organic phaseswere combined, dried and filtered. The filtrate was concentrated and purified by flash silica gel column chromatographyto obtain 4-fluoro-1-nitro-2-(trifluoromethoxy)benzene (4.0 g, 42%).
16% With sulfuric acid; nitric acid; at -10℃; (Comparative Example 6); 4-Fluoro-l-nitro-2- (trifluoromethoxy) benzeneFuming nitric acid (20 mL) was added dropwise to concentrated sulfuric acid (40 ml) under cooling (-100C), and subsequently, 1- fluoro-3- (trifluoromethoxy) benzene (15 g, 83 mmol) was added to the mixture at -100C, and the mixture was stirred for 0.5 hours. After the mixture was added into ice-water to stop the reaction, it was extracted with dichloromethane . After the obtained organic layer was washed with a IN aqueous sodium hydroxide solution and water, it was dried with anhydrous sodium sulfate. After filtration, the solution was concentrated and the residue was purified by silica gel column chromatography (100:0-97:3, hexane : ethyl acetate) to give the title compound (3.1 g, 16%) as an oil.1H-NMR (400 MHz, CDCl3) delta: 8.10 (IH, dd, J = 5.5, 9.4 Hz) , 7.23-7.15 (2H, m) .
12 g With sulfuric acid; potassium nitrate; at 0℃; for 3h;Cooling with ice; Under ice cooling mixture of 3-fluoro - trifluoromethoxyphenyl (20g) was dissolved in 40 ml of concentrated sulfuric acid, with rapid stirringWas added portionwise potassium nitrate (28g), was stirred at 0oC 3 hours and stirred at room temperature overnight, the reaction solution was carefullyGo on into 1 kg ice, stirred for 30 minutes, extracted with ethyl acetate, dried over sodium sulfate, filtered, and the filtrate was evaporated, the residue was purified by column chromatography to give 12 g pale yellow liquid.
0.5 g With sulfuric acid; nitric acid; at -10 - 20℃; for 0.5h; To a 100 mL round-bottomed flask were added concentrated H2SO4 (25 mL), fuming HNO3 (25 mL), and <strong>[1077-01-6]1-fluoro-3-(trifluoromethoxy)benzene</strong> (9.0 g, 50 mmol) at -10 C. in sequence. The mixture was stirred at rt for 30 min then poured onto ice and extracted with EtOAc (3*20 mL). The combined organic layers were washed with saturated aqueous NaHCO3 solution (30 mL), brine (30 mL), dried over anhydrous Na2SO4, concentrated to dryness, and purified by FCC to give the title compound as a pale-yellow oil (0.50 g). 1H NMR (300 MHz, CDCl3): delta 8.21-8.14 (m, 1H), 7.21-7.12 (m, 2H).
8.5 g With sulfuric acid; potassium nitrate; at -5 - 0℃; for 1h; Add 20 mL of concentrated sulfuric acid to a 250 mL three-necked flask.The ice salt bath is cooled to -5-0 C,Adding m-fluorotrifluoromethoxybenzene(10 g, 60 mmol), then potassium nitrate (5.9 g, 60 mmol) was added portionwise.The reaction was stirred at 0 C for 1 h.Slowly pour the reaction into the iceIn water, extracted with ethyl acetate (40 mL×3) three times, and the organic phases were combined.Wash 3 times with saturated saline (20mL × 3),Dry over anhydrous sodium sulfate for 0.5 h, suction filtration under reduced pressure.The filtrate was concentrated under reduced pressure at 45 C to give 8.5 g of pale yellow oil.

  • 5
  • [ 1077-01-6 ]
  • [ 123572-65-6 ]
  • [ 123572-64-5 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; nitric acid; at 0 - 20℃; 11A) 4-Fluoro-1-nitro-2-trifluoromethoxy-benzene To 1-fluoro-3-trifluoromethoxybenzene (1 mL) was added concentrated sulfuric acid (1 mL) at 0 C. To the cold solution was added dropwise (0.7 mL) of a solution made from concentrated nitric acid (1 mL) and concentrated sulfuric acid (1 mL). The reaction was slowly allowed to warm to room temperature then poured onto ice and extracted with ether. The organic layer was separated and washed with sodium hydroxide 1N, then brined and dried over magnesium sulfate. The solvent was removed under reduce pressure at room temperature. A pale yellow oil (1 g) was recovered and used without further purification.
  • 6
  • [ 4472-41-7 ]
  • [ 1077-01-6 ]
  • [ 1620158-84-0 ]
YieldReaction ConditionsOperation in experiment
75% General procedure: To reactant 1 or 3 (1 g, 8.76 mmol) in THF (50 ml), was added LDA (condition A) or n-BuLi (condition B) (4.82 ml, 9.64 mmol) at -78 C slowly, after 30 min, added EtO-13CHO/DMF-13CHO (0.736 ml, 9.64 mmol) and left for stirring at -78 C for 30 min. Quenched with a few drops of dil H2SO4 (aq) and satd NH4Cl (aq 50 mL), extracted with Et2O (3 × 50 mL), dried, purified by column chromatography on silica gel eluting with a solution of EtOAc/hexane(1:9) to give products 2 or 4 (0.860 g, 69% yield).
  • 7
  • [ 1077-01-6 ]
  • [ 123572-66-7 ]
  • 8
  • [ 1077-01-6 ]
  • 4-fluoro-5-nitro-2-(trifluoromethoxy)aniline [ No CAS ]
  • 9
  • [ 1077-01-6 ]
  • N-(4-fluoro-5-nitro-2-(trifluoromethoxy)phenyl)-4-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine [ No CAS ]
  • 10
  • [ 1077-01-6 ]
  • N1-(2-(dimethylamino)ethyl)-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-2-nitro-5-(trifluoromethoxy)benzene-1,4-diamine [ No CAS ]
  • 11
  • [ 1077-01-6 ]
  • N1-(2-(dimethylamino)ethyl)-N1-methyl-N4-(4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)-5-(trifluoromethoxy)benzene-1,2,4-triamine [ No CAS ]
  • 12
  • [ 1077-01-6 ]
  • N-(2-((2-(dimethylamino)ethyl)(methyl)amino)-5-((4-(1-methyl-1H-indol-3-yl)pyrimidin-2-yl)amino)-4-(trifluoromethoxy)phenyl)acrylamide [ No CAS ]
  • 13
  • [ 372-20-3 ]
  • [ 1077-01-6 ]
  • 14
  • 2,2-difluoro-2-(3-fluorophenoxy)acetic acid [ No CAS ]
  • [ 1077-01-6 ]
YieldReaction ConditionsOperation in experiment
54%Spectr. With phosphoric acid; silver trifluoromethanesulfonate; Selectfluor; In dichloromethane; water; at 55℃; for 1h;Inert atmosphere; Glovebox; General procedure: A microwave vial (5 mL) was sealed under an inert atmosphere (Argon glovebox) with a stir bar, Selectfluor (177.1 mg, 0.5 mmol, 2 equiv), silver trifluoromethanesulfonate (12.8 mg, 0.05 mmol, 20 mol%) and aryloxydifluoroacetic acids (0.25 mmol, 1.0 equiv). To this vial DCM (1.8 mL), trifluoroacetic acid (76.5 muL, 1.0 mmol, 4.0 equiv) and water (0.2 mL) were injected. This mixture was heated for an hour at 55 C. The resulting mixture was cooled down to room temperature, diluted with dichloromethane (4 mL), washed with water (3×5 mL), brine (5 mL), dried over anhydrous MgSO4 and filtered. The dried extract was concentrated on a rotary evaporator. The resulting crude product was dissolved in a small quantity of dichloromethane and loaded on to a silica cartridge (10 g, Biotage), airdried and eluted with pentane. The pure fractions were combined and the solvent was evaporated to obtain the pure products.
  • 15
  • [ 1077-01-6 ]
  • 2-nitro-5-(trifluoromethoxy)phenol [ No CAS ]
  • 16
  • [ 1077-01-6 ]
  • [ 123572-64-5 ]
YieldReaction ConditionsOperation in experiment
With sulfuric acid; potassium nitrate; at 0℃; for 1h; To a solution of <strong>[1077-01-6]1-fluoro-3-(trifluoromethoxy)benzene</strong> (2.Og, 11.lmmol) in H2504 (5.OmL) was added KNO3 (1.34g, 13.3mmol) at 0C. The reaction mixture was stirred at 0 O for 1 h. TLC showed the reaction to be complete. The reaction mixture was diluted with H20 (5OmL) and extracted with EtOAc (3x50m1). The organic layer was dried over Na2504 and concentrated under reduced pressure. The residue was triturated with 10% EtOAc in hexane to afford 2-fluoro-1-nitro-4- (trifluoromethoxy)benzene as a yellow liquid. Yield: 1.8g (crude). The crude data showed product and it was used in the next step without further purification.
  • 17
  • [ 462-06-6 ]
  • 2-(3,5-bis(trifluoromethyl)phenyl)-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d]imidazole [ No CAS ]
  • [ 2106-18-5 ]
  • [ 1077-01-6 ]
  • [ 352-67-0 ]
YieldReaction ConditionsOperation in experiment
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 20℃; for 16h;Glovebox; Irradiation; Sealed tube; Inert atmosphere; General procedure: In a glovebox, to an oven-dried 20 mL screw cap vial was added 2- (3, 5-bis (trifluoromethyl) phenyl) -4-nitro-l- (trifluoromethoxy) -6- (trifluoromethyl) -lii-benzo [d] imidazole (1) (105 mg, 0.200 mmol, 1.00 equiv) , arene (2.00 mmol, 10.0 equiv) and Ru (bpy) 3 ( REe) 2, (0.0516 mg, 0.0600 pmol, 0.0300 moll) . Then MeCN (1.00 mL, 0.200 M) and a magnetic stir bar were added. The vial was capped and taken out of the glovebox. The reaction mixture was then stirred and irradiated with a 10 W LED (402 nm) at room temperature. After 16 h, an internal standard PhCF3 (5.84 mg, 4.95 pL, 0.04 mmol, 0.200 equiv) was added to the reaction vial, 0.200 mL of the resulting mixture was transferred to a 2 mL vial containing 0.500 mL of CDCI3. After the yield was determined using 19F NMR, the NMR sample was combined with the rest of the reaction mixture and the solvent was removed in vacuo. The crude material was purified by HPLC under noted conditions. The fractions containing the desired product were combined and extracted with CDCI3 (3 1 mL) , dried with magnesium sulfate, and filtered. The filtrate was concentrated in vacuo to furnish the desired product of trifluoromethoxylation . For volatile compounds, after purification by HPLC, the desired product was extracted with 1 mL CDC13 and then directly characterized. The NMR peaks are referring to CH3CN residue signal ^H-NMR: d 1.94, 13C~NMR: 5 118.26, 1.32).2
  • 18
  • [ 462-06-6 ]
  • 4-cyano-1- (trifluoromethoxy)pyridin-1-ium bis((trifluoromethyl)sulfonyl)amide [ No CAS ]
  • [ 2106-18-5 ]
  • [ 1077-01-6 ]
  • [ 352-67-0 ]
  • 19
  • [ 462-06-6 ]
  • 3-methyl-4-nitro-1-(trifluoromethoxy)-6-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-3-ium trifluoromethanesulfonate [ No CAS ]
  • [ 2106-18-5 ]
  • [ 1077-01-6 ]
  • [ 352-67-0 ]
YieldReaction ConditionsOperation in experiment
With tris(2,2-bipyridine)ruthenium(II) hexafluorophosphate; In acetonitrile; at 20℃; for 16h;Glovebox; Irradiation; Sealed tube; Inert atmosphere; General procedure: In a glovebox, to an oven-dried 20 mL screw cap vial was added 3- methyl-4-nitro-l- ( trifluoromethoxy) -6- (trifluoromethyl ) -1H- benzo[d] [1, 2, 3] triazol-3-ium trifluoromethanesulfonate (lb) (98.0 mg, 0.200 mmol, 1.00 equiv), arene (2.00 mmol, 10.0 equiv) and Ru (bpy) 3 (PFe) 2, (1.72 mg, 2.00 pmol, 1.00 mol%). Then MeCN (1.00 mL, 0.200 M) and a magnetic stir bar were added. The vial was capped and taken out of the glovebox. The reaction mixture was then stirred and irradiated with 2 of 10 W LED (Xmax = 447 nm) at room temperature. After 16 h, an internal standard PhCF3 (24.6 pL, 0.200 mmol, 1.00 equiv) was added to the reaction vial, 0.200 mL of the resulting mixture was transferred to a 2 mL vial containing 0.500 mL of CDC13. After the yield was determined using 19F NMR, the NMR sample was combined with the rest of the reaction mixture and the solvent was removed in vacuo. The crude material was purified by HPLC under noted conditions. The fractions containing the desired product were combined and extracted with CDC13 (3 x 10.0 mL) , dried with magnesium sulfate, and filtered unless otherwise noted. The filtrate was concentrated in vacuo to furnish the desired product of trifluoromethoxylation . For volatile compounds, after purification by HPLC, the desired product was extracted with 1 mL CDCI3 and then directly characterized. The NMR peaks are referring to CCN residue signal (1H-NMR : d 1.94, 13C-NMR: d 118.26, 1.32).2
  • 20
  • [ 372-19-0 ]
  • trifluoromethyl 4-fluorobenzene-1-sulfonate [ No CAS ]
  • [ 1077-01-6 ]
  • 21
  • [ 372-19-0 ]
  • [ 1006904-72-8 ]
  • [ 1077-01-6 ]
  • 22
  • [ 1077-01-6 ]
  • N-{4-[3,5-bis(trifluoromethyl)phenoxy]phenyl}-2-fluoro-6-(trifluoromethoxy)benzamide [ No CAS ]
  • 23
  • [ 124-38-9 ]
  • [ 1077-01-6 ]
  • 2-fluoro-6-(trifluoromethoxy)benzoic acid [ No CAS ]
 

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Technical Information

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