N-(5-amino-2-chlorophenyl)benzamide → N-(3-benzamido-4-chlorophenyl)-1-(4-fluorophenyl)-4-methyl-1H-pyrazole-3-carboxamide
Reaction equation
[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:17])=[C:6]([NH:8][C:9](=[O:16])[C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH:7]=1.[F:18][C:19]1[CH:24]=[CH:23][C:22]([N:25]2[CH:29]=[C:28]([CH3:30])[C:27]([C:31](O)=[O:32])=[N:26]2)=[CH:21][CH:20]=1>>[C:9]([NH:8][C:6]1[CH:7]=[C:2]([NH:1][C:31]([C:27]2[C:28]([CH3:30])=[CH:29][N:25]([C:22]3[CH:23]=[CH:24][C:19]([F:18])=[CH:20][CH:21]=3)[N:26]=2)=[O:32])[CH:3]=[CH:4][C:5]=1[Cl:17])(=[O:16])[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1Participants
3
Procedure
N-(5-amino-2-chlorophenyl)benzamide (0.24 mmol) was used in general procedure 2 with 1-(4-fluorophenyl)-4-methyl-1H-pyrazole-3-carboxylic acid (0.30 mmol). The product was purified by RP-HPLC to give N-(3-benzamido-4-chlorophenyl)-1-(4-fluorophenyl)-4-methyl-1H-pyrazole-3-carboxamide. MS (Q1) 449.1 (M)+
Workup
- customThe product was purified by RP-HPLC
Sources & evidence
- ORD record
- ord-1b8f1622d43b48b7a9f305cbaecddde5
- Source dataset
- uspto-grants-2012_01
- Patent number
- US08101610B2
Reaction notes
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