HCID 58958600, compound → HCID 58958580, compound
Reaction equation
[F:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[C:12]([CH:13]=[CH2:14])=[C:11]([NH2:15])[N:10]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=3[CH3:22])[N:9]=2)=[CH:4][CH:3]=1>[Pd].CCO>[CH2:13]([C:12]1[C:8]([C:5]2[CH:4]=[CH:3][C:2]([F:1])=[CH:7][CH:6]=2)=[N:9][N:10]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][C:17]=2[CH3:22])[C:11]=1[NH2:15])[CH3:14]Participants
4
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Procedure
To a mixture of wet palladium on carbon (10 wt %, 10 mg) in EtOH (5 mL) was added 3-(4-fluorophenyl)-1-(2-methylphenyl)-4-vinyl-1H-pyrazol-5-amine (87 mg, 0.30 mmol) in EtOH (5 mL). The reaction was mixed on a Parr shaker under H2 atmosphere (55 psi) for 16 h. The palladium catalyst was filtered through Celite® and rinsed with EtOH (3×20 mL). The solution was concentrated under reduced pressure to afford the title compound (68 mg, 77%) containing trace impurities. This material was used in subsequent reactions without further purification: ES-MS m/z 296.2 (MH+); HPLC RT (min) 2.65.