2,6-Difluoro-N-{1-[(2-methyl-4-nitrophenyl)methyl]-1H-pyrazol-3-yl}benzamide → N-{1-[(4-amino-2-methylphenyl)methyl]-1H-pyrazol-3-yl}-2,6-difluorobenzamide
反応式
[F:1][C:2]1[CH:26]=[CH:25][CH:24]=[C:23]([F:27])[C:3]=1[C:4]([NH:6][C:7]1[CH:11]=[CH:10][N:9]([CH2:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][C:14]=2[CH3:22])[N:8]=1)=[O:5]>[Pd].C(O)C>[NH2:19][C:16]1[CH:17]=[CH:18][C:13]([CH2:12][N:9]2[CH:10]=[CH:11][C:7]([NH:6][C:4](=[O:5])[C:3]3[C:2]([F:1])=[CH:26][CH:25]=[CH:24][C:23]=3[F:27])=[N:8]2)=[C:14]([CH3:22])[CH:15]=1参加物
4
実験手順
To 10% palladium on activated carbon (wet, degussa type E101 NE/W) (350 mg, 3.29 mmol, Aldrich) was added a solution of 2,6-difluoro-N-{1-[(2-methyl-4-nitrophenyl)methyl]-1H-pyrazol-3-yl}benzamide (for a preparation see Intermediate 32)(1.6 g, 4.30 mmol) in ethanol (80 ml). The solution was hydrogenated for 1.5 h at ambient temperature. The suspension was filtered through a celite cartridge (10 g) and the catalyst residue washed with methanol (50 ml). The solvent was removed in vacuo to give the title compound as a white foam (1.43 g). LCMS: (System 4) MH+=343, tRET=1.50 min.