Water → HCID 18466621, compound

HRID 2229339Notes

Reaction equation

HRID 2229339 reaction equation
[Br:1][C:2]1[CH:3]=[C:4]([C:9]([NH:11][C:12]2[C:13]([Cl:19])=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=2)=[O:10])[C:5](Cl)=[N:6][CH:7]=1.[CH2:20]([NH2:22])[CH3:21].O>C1COCC1>[Br:1][C:2]1[CH:3]=[C:4]([C:9]([NH:11][C:12]2[C:13]([Cl:19])=[N:14][C:15]([CH3:18])=[CH:16][CH:17]=2)=[O:10])[C:5]([NH:22][CH2:20][CH3:21])=[N:6][CH:7]=1

Participants

5

Reactant 3

HCID 962WaterHCID 6341EthylamineHCID 18466639HCID 18466639, compound

Product 1

HCID 18466621HCID 18466621, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 5-bromo-2-chloro-N-(2-chloro-6-methyl-3-pyridinyl)-3-pyridinecarboxamide (1.7 g, 4.8 mmol) and ethylamine (2M in THF, 10.5 mmol, 5.2 mL) in THF (5 mL) was stirred at 90 to 95° C. in a steel autoclave for 16 h. The resulting mixture was poured into water (100 mL), stirred for 15 min and filtered. The solid was washed with water followed by hexane to give the title compound as a yellow solid (1.58 g, 89% yield).

Workup

  1. filtrationfiltered
  2. washThe solid was washed with water

Sources & evidence

ORD record
ord-5ead823bc62b4a559ee4cff003cd10e3
Source dataset
uspto-grants-2002_07
Patent number
US06420359B1

Reaction notes

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