Water → 6-Bromo-N,5-dimethyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxamide

HRID 1640696Notes

Reaction equation

[CH3:1][NH:2][C:3]([C:5]1[C:10](=[O:11])[N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:20])[F:19])[CH:13]=2)[C:8]([CH3:22])=[CH:7][N:6]=1)=[O:4].[Br:23]N1C(=O)CCC1=O.O>CN(C=O)C>[Br:23][C:7]1[N:6]=[C:5]([C:3]([NH:2][CH3:1])=[O:4])[C:10](=[O:11])[N:9]([C:12]2[CH:17]=[CH:16][CH:15]=[C:14]([C:18]([F:21])([F:19])[F:20])[CH:13]=2)[C:8]=1[CH3:22]

Participants

Conditions

Temperature: 50 °C

Procedure

N,5-Dimethyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxamide (0.079 g, 0.25 mmol) was dissolved in DMF (1.5 ml) in a vial. N-Bromosuccinimide (0.066 g, 0.38 mmol) was added. The vial was sealed and heated with stirring to 50° C. for 90 minutes. The crude mixture was added dropwise to water (20 ml) under magnetic stirring. The precipitate was isolated by filtration to give 0.078 g (80%) of 6-bromo-N,5-dimethyl-3-oxo-4-[3-(trifluoromethyl)phenyl]-3,4-dihydropyrazine-2-carboxamide as a solid.

Workup

customThe vial was sealed
temperatureheated
customThe precipitate was isolated by filtration

Sources & evidence

ORD record: ord-8bd71b8ed78c46289acf4a6d7c142ef3
Source dataset: uspto-grants-2012_02
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US08114881B2

Reaction notes

Loading…