5-Methylpyrazin-2-amine → HCID 67254666, compound

HRID 1821750Notes

Reaction equation

[CH3:1][O:2][C:3](=[O:29])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([NH:12][C:13]([O:15]C2C=CC([N+]([O-])=O)=CC=2)=O)=[CH:6][C:5]=1[C:25]([F:28])([F:27])[F:26].[NH2:30][C:31]1[CH:36]=[N:35][C:34]([CH3:37])=[CH:33][N:32]=1>CN1C(=O)CCC1>[CH3:1][O:2][C:3](=[O:29])[C:4]1[CH:9]=[C:8]([O:10][CH3:11])[C:7]([NH:12][C:13]([NH:30][C:31]2[CH:36]=[N:35][C:34]([CH3:37])=[CH:33][N:32]=2)=[O:15])=[CH:6][C:5]=1[C:25]([F:26])([F:27])[F:28]

Participants

Conditions

Temperature: 85 °C

Procedure

To a stirred solution of 5-methoxy-4-(4-nitro-phenoxycarbonylamino)-2-trifluoromethyl-benzoic acid methyl ester (878 mg, 2.1 mmol) in 4.2 mL NMP at room temperature under nitrogen was added 2-amino-5-methylpyrazine (232 mg, 2.1 mmol) and the reaction heated to 85° C. After six hours the reaction was cooled to room temperature and a precipitate formed. The precipitate was triturated with EtOAc (25 mL) and the urea isolated by filtration as a tan solid (470 mg, 58%).

Workup

temperatureAfter six hours the reaction was cooled to room temperature
customa precipitate formed
customThe precipitate was triturated with EtOAc (25 mL)

Sources & evidence

ORD record: ord-43caa7abed964b80bc320a9bb3a02343
Source dataset: uspto-grants-2009_10
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US07608618B2

Reaction notes

Loading…