Ammonium Hydroxide → 2-[2-(Trifluoromethyl)benzamido]pyridine-3-carboxamide

HRID 397336Notes

Reaction equation

HRID 397336 reaction equation
[F:1][C:2]([F:21])([F:20])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]1[O:10][C:11](=[O:19])[C:12]2[CH:18]=[CH:17][CH:16]=[N:15][C:13]=2[N:14]=1.[OH-].[NH4+:23]>>[F:1][C:2]([F:21])([F:20])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[C:9]([NH:14][C:13]1[N:15]=[CH:16][CH:17]=[CH:18][C:12]=1[C:11]([NH2:23])=[O:19])=[O:10]

Participants

3

Reactant 2

HCID 14923Ammonium HydroxideHCID 219391472-(2-Trifluoromethyl-phenyl)-pyrido[2,3-d][1,3]oxazin-4-one

Product 1

HCID 219392142-[2-(Trifluoromethyl)benzamido]pyridine-3-carboxamideYield 33%

Procedure

2-(2-Trifluoromethyl-phenyl)-pyrido[2,3-d][1,3]oxazin-4-one (2.51 g) is stirred in 30% ammonium hydroxide (25 ml) at room temperature overnight. The resulting precipitate is filtered and rinsed with water and diethyl ether. The precipitate is dried under vacuum at 50 C. overnight to give 2-(2-trifluoromethyl-benzoylamino)-nicotinamide (850 mg, 33% yield)

Workup

  1. filtrationThe resulting precipitate is filtered
  2. washrinsed with water and diethyl ether
  3. customThe precipitate is dried under vacuum at 50 C

Sources & evidence

ORD record
ord-dbcbf07538cb4c38ab9ec8b3a2704ba0
Source dataset
uspto-grants-2003_08
Patent number
US06610677B2

Reaction notes

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