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

HRID 1452481Notes

Reaction equation

HRID 1452481 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-5ae5b70bfd2f4c959e1d7fd5ca6f51e8
Source dataset
uspto-grants-2009_01
Patent number
US07473691B2

Reaction notes

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