246847-98-3|5-Chloro-3-fluoropyridin-2-amine| Ambeed

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Quality Control of [ 246847-98-3 ] Purity: 97% SDS Specification

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Product Details of [ 246847-98-3 ]

CAS No. :	246847-98-3
Formula :	C₅H₄ClFN₂
M.W :	146.55
SMILES Code :	FC1=CC(Cl)=CN=C1N
MDL No. :	MFCD09878434
InChI Key :	FPUPPVDVOFJSEP-UHFFFAOYSA-N
Pubchem ID :	11665433

Safety of [ 246847-98-3 ]

GHS Pictogram:
Signal Word:	Warning
Hazard Statements:	H317-H319
Precautionary Statements:	P280-P305+P351+P338

Computational Chemistry of [ 246847-98-3 ] Show Less

Physicochemical Properties

Num. heavy atoms	9
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	33.61
TPSA ? Topological Polar Surface Area: Calculated from Ertl P. et al. 2000 J. Med. Chem.	38.91 Å²

Lipophilicity

Log P_o/w (iLOGP)? iLOGP: in-house physics-based method implemented from Daina A et al. 2014 J. Chem. Inf. Model.	1.4
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	1.23
Log P_o/w (WLOGP)? WLOGP: Atomistic method implemented from Wildman SA and Crippen GM. 1999 J. Chem. Inf. Model.	1.88
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.	1.25
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	1.77
Consensus Log P_o/w? Consensus Log P_o/w: Average of all five predictions	1.51

Water Solubility

Log S (ESOL):? ESOL: Topological method implemented from Delaney JS. 2004 J. Chem. Inf. Model.	-2.02
Solubility	1.41 mg/ml ; 0.00962 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.	-1.64
Solubility	3.32 mg/ml ; 0.0227 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	-2.54
Solubility	0.424 mg/ml ; 0.00289 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.	-6.32 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	1.0
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<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)	1.66

Application In Synthesis of [ 246847-98-3 ]

* 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 [ 246847-98-3 ]

[ 246847-98-3 ] Synthesis Path-Downstream 1~35

1
[ 246847-98-3 ]
[ 541-41-3 ]
2-ethoxycarbonylamino-3-fluoro-5-chloropyridine [ No CAS ]

References: [1]Patent: US6369002,2002,B1 .Location in patent: Example H1.

2
[ 248255-70-1 ]
[ 246847-98-3 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogen;nickel; In methanol; at 20℃; for 12h;	Charged in a hydrogenation reactor were 100 ml of methanol, 16.1 g of the compound obtained in Step 4 and 8.13 g of Raney nickel catalyst, and H2 gas was introduced therein. The reactor was kept at room temperature for 12 hours, and the reaction mixture was filtered through Cellite to remove the catalyst. The filtrate was concentrated under a reduced pressure to obtain 12.7 g of the title compound as a solid (purity: 98.5%).

References: [1]Patent: US2006/47124,2006,A1 .Location in patent: Page/Page column 4.

3
[ 246847-98-3 ]
[ 1064783-29-4 ]

Yield	Reaction Conditions	Operation in experiment
54%		Example 4(b) 5-chloro-3-fluoro-2-nitropyridine: To a 250 mL flask equipped with a stir bar was added <strong>[246847-98-3]2-amino-5-chloro-3-fluoropyridine</strong> (1.5 g, 1.46 mmol) and concentrated sulfuric acid (50 mL). The mixture was stirred until homogeneous, followed by the addition potassium thiosulfate (13 g, 50 mmol) in small aliquots. The mixture was allowed to stir overnight, initially turning a light green color before settling into a deep yellow. The solution was then poured onto 500 g of ice and allowed to stir for 10 minutes before solid sodium carbonate was added in portions until the pH reached 8-10. The product was extracted with ethyl acetate, concentrated to dryness and purified by column chromatography (10-15% ethyl acetate in hexanes) to afford 5-chloro-3-fluoro-2-nitropyridine (0.99 g, 5.6 mmol, 54% yield), characterized by 1H NMR (d6-DMSO).
33%	With sodium persulfate; sulfuric acid; at 20℃; for 12h;	5-Chloro-3-fluoropyridin-2-amine (500.0 mg, 3.41 mmol) was dissolved in H2SO4 (1.5 mL), and Na2S2O8 (406.1 mg, 1.71 mmol) was added thereto. The mixture was stirred at room temperature for 12 hours and water was then poured into the reaction mixture. The resulting solution was alkalized with saturated NaHCO3 aqueous solution (pH=9) and then extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filtered and then distilled under reduced pressure. The residue was purified by column chromatography (EtOAc:n-Hex=10:90) on silica. The fractions containing the product were collected and evaporated to obtain white solid compound of 5-chloro-3-fluoro-2-nitropyridine (200.0 mg, 33%). [1072] 1H-NMR (300 MHz, DMSO-d6); delta: 8.21 (d, 1H, J=1.8 Hz), 8.17 (m, 1H)
31.6%	With dipotassium peroxodisulfate; sulfuric acid;	A round-bottom flask was charged with 3,5-dichloropyridin-2-amine (1 equiv), sulfuric acid (0.5 M) to give a solution. Potassium persulfate (5 equiv) was added in two portions over 10 mm. After stirring for 20 mm, a substantial exotherm and gas evolution was observed. The resulting mixture was stirred overnight. The next morning the mixture was poured into crushed ice with the aid of water, then the aq. mixture was treated with solid sodium carbonate until it reached pH 8-10. The aq. mixture was extracted with DCM (3x), and the combined organic extracts were dried over sodium sulfate, filtered, and concentrated. The residue was purified by chromatography on silica gel (0-50% EtOAc/heptane) to give 5-chloro-3-fluoro-2-nitropyridine (31.6 % yield) as an off-white solid. LCMS (m/z) (M+H) = 176.9, Rt = 1.03 mm.

23.3%

To concentrated sulfuric acid (100mL) cooled to -10 was added <strong>[246847-98-3]2-amino-3-fluoro-5-chloropyridine</strong> (10 g, 68.2 mmol) with stirring. After dissolution, the mixture was continued to stir at -10 for 15min. Then 50 mL 30%hydrogen peroxide solution was added slowly, and the reaction temperature was maintained below 0. The mixture was warmed to room temperature and stirred for 72h, then poured into 500 mL 13%ice brine with stirring and extracetd with 200mL EA for three times. The combined organic extracts were washed with saturated sodium bicarbonate solution until the aqueous phase was alkaline, dried with anhydrous sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography to give the desired product 2-nitro-3-fluoro-5-chloropyridine (2.8g, 23.3%) .

References: [1]Patent: US2008/242695,2008,A1 .Location in patent: Page/Page column 34.
[2]Patent: US2014/315888,2014,A1 .Location in patent: Paragraph 1071-1072.
[3]Patent: WO2017/103824,2017,A1 .Location in patent: Paragraph 00164; 00165.
[4]Patent: WO2019/174601,2019,A1 .Location in patent: Page/Page column 44-45.

4
[ 246847-98-3 ]
[ 1064783-30-7 ]

Yield	Reaction Conditions	Operation in experiment
71%		<strong>[246847-98-3]5-chloro-3-fluoro-pyridine-2-amine</strong> (147.0 mg, 1.0 mmol) was added to tetrahydrofuran (5 mL),Nitrogen was replaced three times, and the temperature was reduced to -78 C with a dry ice-acetone bath, and n-butyllithium (1.3 mL, 2.5 mmol, 2M) was slowly added dropwise to the reaction mixture, while controlling the reaction temperature to not exceed -55 C.After the addition was complete, the reaction mixture was stirred at -78 C for 1.5 hours.To the reaction mixture was added a solution of iodine (1.3 g, 5.1 mmol) in tetrahydrofuran (5 mL) (control the reaction temperature not to exceed -55 C). After the addition was complete, the reaction mixture was stirred at -78 C for 30 minutes.The reaction mixture was quenched by the dropwise addition of a saturated sodium thiosulfate solution,Stir for 10 minutes, allow to stand, separate the layers, extract the aqueous phase with ethyl acetate, combine the organic phases and wash twice with saturated sodium thiosulfate, dry, filter, and concentrate. The residue is purified by silica gel column chromatography (elution Agent: ethyl acetate / petroleum ether = 1/3),The title compound (194.0 mg, yield: 71%) was obtained in this step.
70.4%		Compound 1-1 (1.0 g, 6.82 mmol, 1.00 eq) was dissolved in THF (40 mL). The solution was cooled with a dry ice/acetone bath. (The inner temperature was cooled to -65C). To this mixture was added n-BuLi (2.5 M, 6.82 mL, 2.50 eq) over 25 minutes while the inner temperature was controlled below -55C. After stirring the reaction for 90 minutes at -78 C, a solution of I2 (7.79 g, 30.69 mmol, 6.18 mL, 4.50 eq) in THF (20 mL) was added to the reaction quickly. The reaction was stirred for 15 minutes, then quenched with concentrated aqueous sodium thiosulfate pentahydrate (150 mL) and stirred for 10 minutes. Then the mixture was poured into ethyl acetate (200 mL) and the organic layer was separated. The aqueous layer was extracted with ethyl acetate (200 mL × 2) and the combined organic layer was dried over Na2SO4, filtered, and concentrated. The residue was purified by silica gel column chromatography (petroleum ether/ethyl acetate = 5:1 to 3:1) to afford compound 1-2 (1.44 g, 70.4% yield) as a brown solid. LC/MS (M + H+) m/z: calcd.272.90, found 272.9.1H NMR (400 MHz, CDCl3, delta): 7.86 (s, 1H), 4.67 (bs, 2H).
45%		Example 5(b) 5-Chloro-3-fluoro-4-iodopyridin-2-amine. 5-Chloro-3-fluoropyridin-2-amine (11.7 g, 80 mmol, 1 equiv) was dissolved in THF (400 mL), cooled to -78 C., and stirred for 5 minutes. To this mixture was added n-BuLi (100 mL, 200 mmol, 2.5 equiv, 2.0 M in pentanes) over 10 minutes. After stirring the reaction for 90 minutes at -78 C., iodine (90.7 g, 360 mmol, 4.5 equiv dissolved in 200 mL of THF and cooled to ca -20 C.) was quickly added to the reaction. The reaction was stirred for 10 minutes and then quenched with concentrated aqueous sodium thiosulfate pentahydrate (ca 1.5 L). The mixture was poured into ethyl acetate (2 L). The organic layer was separated, and the aqueous layer was washed with ethyl acetate (400 mL). The combined organic layers were then dried over Na2SO4, filtered, and concentrated. The residue was dissolved in CH2Cl2 and purified by silica gel chromatography (50-90% CH2Cl2/hexanes) to yield 11.7 g of reddish solid. Trituration of the resultant solid with 10% CH2Cl2/hexanes afforded the title compound (10.0 g, 45%) as an off-white solid. m/z=272 [M+H]+

References: [1]Patent: CN110240593,2019,A .Location in patent: Paragraph 0194-0198.
[2]Patent: WO2017/58915,2017,A1 .Location in patent: Page/Page column 91-92.
[3]Patent: US2008/242695,2008,A1 .Location in patent: Page/Page column 35.

5
[ 89402-43-7 ]
[ 246847-98-3 ]

Yield	Reaction Conditions	Operation in experiment
85.94%	With ammonia; at 120℃; for 24h;Autoclave;	5-chloro-2,3-difluoro-pyridine (100g, 0.669mol) and ammonia (1.125L, 8.025mol) added to the autoclave.After the reaction 120 sealed 24h, the reaction was complete, the cooling pale yellow solid precipitation, filtration, the filter cake was washed with water, and the filtrate was extracted with ethyl acetate, and the combined organic layer was dried over anhydrous sodium sulfate, the organic phase was distilled off under reduced pressure, with beating a small amount of petroleum ether, filtration, and precipitation cake cake obtained will be collected at the same time to give the compound 2-amino-3-fluoro-5-chloropyridine 84.22g, yield 85.94%.
76%	With ammonia; In water; at 150℃; for 1h;Microwave irradiation;Product distribution / selectivity;	Example 4Preparation of 6-chloro-1-(pentan-3-yl)-1H-imidazo[4,5-b]pyridin-2-ol; Example 4(a) 5-chloro-3-fluoropyridin-2-amine: To a 20 mL microwave vial equipped with a stir bar was added 5-chloro-2,3-difluoropyridine (2.0 g, 41 mmol). Ammonium hydroxide (ca 12 mL) was then added and the mixture was stirred until homogeneous. The solution was capped and heated in the microwave reactor at 150 C. for three 20 minute increments until a white solid precipitated out of solution. The white solid was filtered, washed with water, and dried to afford 2-amino-5-chloro-3-fluoropyridine (1.5 g, 76% yield), characterized by 1H NMR (d6-DMSO).
73%	With ammonia; In water; at 165℃; for 3h;Product distribution / selectivity;	Example 5(a) 5-Chloro-3-fluoropyridin-2-amine.; To a stainless steel high pressure reactor was added 5-chloro-2,3-difluoropyridine (18.0 g) and ammonium hydroxide (65 mL). The reaction was heated to 165 C. for three hours. The reaction mixture was then cooled to room temperature and diluted with water (100 mL). The resultant solid was filtered, dried, re-dissolved in CH2Cl2, and passed through a silica gel plug to afford 12.8 g (73%) of the title compound as an off-white solid.

References: [1]Patent: CN105669539,2016,A .Location in patent: Paragraph 0058; 0059; 0060.
[2]Patent: US2008/242695,2008,A1 .Location in patent: Page/Page column 34.
[3]Patent: US2008/242695,2008,A1 .Location in patent: Page/Page column 34.

6
[ 246847-98-3 ]
[ 108-24-7 ]
[ 1314514-81-2 ]

Yield	Reaction Conditions	Operation in experiment
	With iron(III) chloride; acetic acid; at 20℃; for 3h;	Step 1 :[0392 ] 2-Amino-3-fluoro-5-chloropyridine (Wonda Science, cat. No.01060, CAS[246847-98- 3]; 14.6 g, 0.1 mol) is treated with Ac20 (15 g) in AcOH (lOg) with a small amount of FeC13 (50 mg). The mixture is stirred at room temperature for 3 h during which time a white solid forms. Water (300ml) is added and the mixture is stirred for 1 hr at room temperature. The mixture is filtered and the solid is washed with water (3 x 500 ml). The solid is air dried and recrystallized from EtOAc/hexanes to give N-(3-fluoro-5-chloro)-2-acetamidopyridine, as white solid (MP 165-166 C).

References: [1]Patent: WO2011/85126,A1 .Location in patent: Page/Page column 160.
Patent: ,2011, .Location in patent: Page/Page column 160.

7
[ 246847-98-3 ]
[ 1314514-82-3 ]

References: [1]Patent: WO2011/85126,A1 .
Patent: ,2011, .

8
[ 246847-98-3 ]
[ 1314514-84-5 ]

References: [1]Patent: WO2011/85126,A1 .
Patent: ,2011, .

9
[ 246847-98-3 ]
[ 1607837-66-0 ]

References: [1]Patent: WO2014/63778,2014,A1 .
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 1078 - 1101.

10
[ 246847-98-3 ]
[ 1607837-67-1 ]

References: [1]Patent: WO2014/63778,2014,A1 .
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 1078 - 1101.

11
[ 246847-98-3 ]
[ 1607838-22-1 ]

Yield	Reaction Conditions	Operation in experiment
82%		To a solution of LDA (8.0 mL, 15.93 mmol) in THF (31 mL) at -78C was added a solution of <strong>[246847-98-3]5-chloro-3-fluoropyridin-2-amine</strong> (934 mg, 6.37 mmol) in THF (9.0 mL). After 50 min at -78C, a solution of hexachloroethane (1.40 mL, 12.75 mmol) in THF (9.0 mL) was added. The reaction mixture was stirred for 40 min before being quenched with NH4Cl. The layers were separated and the aqueous layer was extracted twice with DCM. The combined organic layers were dried over MgSO4, filtered and the solvent was evaporated under reduced pressure. The crude mixture was purified by chromatography on silica gel (DCM) to give the title compound (950 mg, 82%) as a white solid. 1H NMR (500 MHz, CDC ) ppm = 7.92 (d, J=0.9, 1 H), 4.74 (s, 2H). LC - MS (ESI, m/z) Rt = 2.66 min - 180 (M+H)+ (HPLC method B).

References: [1]Patent: WO2014/63778,2014,A1 .Location in patent: Page/Page column 53.
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 1078 - 1101.

12
[ 246847-98-3 ]
[ 1607838-23-2 ]

References: [1]Patent: WO2014/63778,2014,A1 .
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 1078 - 1101.

13
[ 246847-98-3 ]
[ 1607838-24-3 ]

References: [1]Patent: WO2014/63778,2014,A1 .
[2]Journal of Medicinal Chemistry,2016,vol. 59,p. 1078 - 1101.

14
[ 246847-98-3 ]
5-chloro-3-hydrazinyl-2-nitropyridine [ No CAS ]

References: [1]Patent: US2014/315888,2014,A1 .

15
[ 246847-98-3 ]
(Z)-N'-(5-chloro-2-nitropyridin-3-yl)acetohydrazonamide [ No CAS ]

References: [1]Patent: US2014/315888,2014,A1 .

16
[ 246847-98-3 ]
ethyl 1-(5-chloro-2-nitropyridin-3-yl)-3-methyl-1H-1,2,4-triazole-5-carboxylate [ No CAS ]

References: [1]Patent: US2014/315888,2014,A1 .

17
[ 246847-98-3 ]
8-chloro-2-methylpyrido[2,3-e][1,2,4]triazolo[1,5-a]pyrazin-4(5H)-one [ No CAS ]

References: [1]Patent: US2014/315888,2014,A1 .

18
[ 246847-98-3 ]
4,8-dichloro-2-methylpyrido[2,3-e][1,2,4]triazolo[1,5-a]pyrazine [ No CAS ]

References: [1]Patent: US2014/315888,2014,A1 .

19
[ 246847-98-3 ]
tert-butyl (1-(8-chloro-2-methylpyrido[2,3-e][1,2,4]triazolo[1,5-a]pyrazin-4-yl)azetidin-3-yl)(methyl)carbamate [ No CAS ]

References: [1]Patent: US2014/315888,2014,A1 .

20
[ 246847-98-3 ]
1-(8-chloro-2-methylpyrido[2,3-e][1,2,4]triazolo[1,5-a]pyrazin-4-yl)-N-methylazetidin-3-amine [ No CAS ]

References: [1]Patent: US2014/315888,2014,A1 .

21
[ 246847-98-3 ]
8-chloro-2-methyl-4-(4-methylpiperazin-1-yl)pyrido[2,3-e][1,2,4]triazolo[1,5-a]pyrazine [ No CAS ]

References: [1]Patent: US2014/315888,2014,A1 .

22
[ 246847-98-3 ]
3-bromo-6-chloro-8-fluoroimidazo[1,2-a]pyridine [ No CAS ]