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

HRID 133141Notes

Reaction equation

HRID 133141 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-trifluoromethylbenzoylamino)-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 overnight

Sources & evidence

ORD record
ord-62b595bade694bb7bf13d23a8b32d112
Source dataset
uspto-grants-2008_06
Patent number
US07390815B2

Reaction notes

Loading…