5-Fluoro-2-nitrobenzoic acid → 5-fluoro-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-2-nitrobenzamide
Reaction equation
[NH2:1][C:2]1[CH:3]=[C:4]([CH:11]=[CH:12][C:13]=1[CH3:14])[C:5]([NH:7][CH:8]1[CH2:10][CH2:9]1)=[O:6].[F:15][C:16]1[CH:17]=[CH:18][C:19]([N+:25]([O-:27])=[O:26])=[C:20]([CH:24]=1)[C:21](O)=[O:22]>>[F:15][C:16]1[CH:17]=[CH:18][C:19]([N+:25]([O-:27])=[O:26])=[C:20]([CH:24]=1)[C:21]([NH:1][C:2]1[CH:3]=[C:4]([C:5]([NH:7][CH:8]2[CH2:9][CH2:10]2)=[O:6])[CH:11]=[CH:12][C:13]=1[CH3:14])=[O:22]Participants
3
Procedure
Using an analogous procedure to that described paragraph (A) in the portion of Example 1 which is concerned with the preparation of starting materials, 3-amino-N-cyclopropyl-4-methylbenzamide was reacted with 5-fluoro-2-nitrobenzoic acid to give 5-fluoro-N-{5-[(cyclopropylamino)carbonyl]-2-methylphenyl}-2-nitrobenzamide; NMR Spectrum: (DMSOd6) 0.58 (m, 2H), 0.69 (m, 2H), 2.30 (s, 3H), 2.85 (m, 1H), 7.31 (m, 1H), 7.61 (m, 2H), 7.76 (m, 1H), 7.94 (s, 1H), 8.26 (m, 1H), 8.40 (m, 1H), 10.25 (s, 1H); Mass Spectrum: M−H+ 356.
Sources & evidence
- ORD record
- ord-c98d98603a414d5cbb6cbcf849fb8b18
- Source dataset
- uspto-grants-2010_07
- Patent number
- US07750154B2
Reaction notes
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