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

HRID 431553Notes

Reaction equation

HRID 431553 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-f65e1279d73c4372b28d0361c0d4f754
Source dataset
uspto-grants-2003_12
Patent number
US06660731B2

Reaction notes

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