N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamide → 3-Amino-N-(4-cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-propionamide

HRID 2375750Notes

Reaction equation

HRID 2375750 reaction equation
[C:1]([C:3]1[CH:8]=[CH:7][C:6]([NH:9][C:10]([C:12]2([CH3:15])[CH2:14][O:13]2)=[O:11])=[CH:5][C:4]=1[C:16]([F:19])([F:18])[F:17])#[N:2].[NH3:20].CO>>[NH2:20][CH2:14][C:12]([OH:13])([CH3:15])[C:10]([NH:9][C:6]1[CH:7]=[CH:8][C:3]([C:1]#[N:2])=[C:4]([C:16]([F:19])([F:18])[F:17])[CH:5]=1)=[O:11]

Participants

3

Reactant 2

HCID 10149314N-[4-Cyano-3-(trifluoromethyl)phenyl]-2-methyloxirane-2-carboxamideHCID 21705897Ammonia methanol

Product 1

HCID 666202513-Amino-N-(4-cyano-3-trifluoromethyl-phenyl)-2-hydroxy-2-methyl-propionamide

Procedure

2-Methyl-oxirane-2-carboxylic acid (4-cyano-3-trifluoromethyl-phenyl)-amide (1.0 g, 3.48 mmoL) was dissolved in 7N NH3/MeOH solution (10 mL) at room temperature. The reaction mixture was stirred overnight and the solvent was removed to yield the title compound as pale yellow solid.

Workup

  1. customthe solvent was removed

Sources & evidence

ORD record
ord-b9d8a84d7e5b4b0789a9acace057a300
Source dataset
uspto-grants-2008_12
Patent number
US07465809B2

Reaction notes

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