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

HRID 552456Notes

Reaction equation

HRID 552456 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-a54bfd6598c24ab2aa8cb1f468ce6cd4
Source dataset
uspto-grants-2011_05
Patent number
US07951820B2

Reaction notes

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