Ammonia → 5-(aminomethyl)-2-{[4-Chloro-3-(trifluoromethyl)phenyl]oxy}benzonitrile

反応式

[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([O:8][C:9]2[CH:16]=[CH:15][C:14]([CH:17]=O)=[CH:13][C:10]=2[C:11]#[N:12])=[CH:4][C:3]=1[C:19]([F:22])([F:21])[F:20].[NH3:23]>CO.[Pd]>[NH2:23][CH2:17][C:14]1[CH:15]=[CH:16][C:9]([O:8][C:5]2[CH:6]=[CH:7][C:2]([Cl:1])=[C:3]([C:19]([F:22])([F:21])[F:20])[CH:4]=2)=[C:10]([CH:13]=1)[C:11]#[N:12]

参加物

実験手順

To a suspension of 2-{[4-chloro-3-(trifluoromethyl)phenyl]oxy}-5-formylbenzonitrile (1.0 g, 3.07 mmol) and ammonia (10 mL, 70.0 mmol) (7M in MeOH) in methanol (50 mL), was added Pd/C (0.327 g, 3.07 mmol). The reaction mixture was stirred at rt overnight under H2 atmosphere, filtered and concentrated. Purification via MDAP afforded the title compound (500 mg). LC-MS (ESI): m/z 327 [M+H]+; 2.49 min (ret time).