5-Bromo-2-chloropyridine-3-carboxamide
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5-Bromo-2-chloropyridine-3-carboxamide
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CAS No:
75291-85-9
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Formula:
C6H4BrClN2O
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Chemical Name:
5-Bromo-2-chloropyridine-3-carboxamide
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Synonyms:
5-BROMO-2-CHLORONICOTINAMIDE;5-bromo-2-chloropyridine-3-carboxamide;5-Bromo-2-chloropyridine-3-carboxamide, 97%;ACMC-209oxs;5-Bromo-2-chloro-nicotinamide;SCHEMBL4492180;CTK5E1385;DTXSID20504939;KS-00001Q3W;ANW-36590
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CAS No:
5-Bromo-2-chloropyridine-3-carboxamide Basic Attributes
235.46576
233.919540
DTXSID20504939
2933399090
5-Bromo-2-chloropyridine-3-carboxamide Use and Manufacturing
Preparation 1775-Bromo-2-chloronicotinamide To a suspension of 5-bromo-2-chloronicotinic acid (20 g, 84.6 mmol) and oxalyl chloride (12.9 g, 101.5 mmol) in DCM (500 mL) was added DMF (618 mg, 8.46 mmol) at room temperature. Thereaction effervesced and was stirred for 3 hours before concentrating to half volume in vacuo. The resulting solution was added carefully to a solution of 7N methanolic ammonia (50 mL) in DCM (200 mL) at -10°C, and the reaction was stirred for 18 hours at room temperature. The reaction was concentrated in vacuo, diluted with EtOAc (1 L), washed with water (500 mL), dried over sodium sulphate and concentrated in vacuo. The residue was triturated with cold DCM (200mL) to afford the title compound as a colourless solid (16.3 g, 82percent). 1H NMR (400 MHz, DMSO-d6): O ppm 7.81 (s, 1H), 8.08 (s, 1H), 8.21 (d, 1H), 8.63 (d, 1H).
Computed Properties
Molecular Weight:235.46
XLogP3:1.4
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:2
Rotatable Bond Count:1
Exact Mass:233.91955
Monoisotopic Mass:233.91955
Topological Polar Surface Area:56
Heavy Atom Count:11
Complexity:167
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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5-Bromo-2-chloropyridine-3-carboxamide
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