4-Fluoro-2-methylaniline → [2-Chloro-4-(4-fluoro-2-methyl-phenylamino)-phenyl]-(2-methyl-5-nitro-phenyl)-methanone

反応式

[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13]C(C(F)(F)F)=CC=2)[CH:5]=[CH:4][C:3]=1[C:19]([C:21]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[CH:24]=[CH:23][C:22]=1[CH3:30])=[O:20].BrC1C=CC(C(C2C=C([N+]([O-])=O)C=CC=2C)=O)=C(Cl)C=1.[F:51][C:52]1C=C[C:55](N)=[C:54](C)[CH:53]=1>>[Cl:1][C:2]1[CH:7]=[C:6]([NH:8][C:9]2[CH:14]=[CH:13][C:52]([F:51])=[CH:53][C:54]=2[CH3:55])[CH:5]=[CH:4][C:3]=1[C:19]([C:21]1[CH:26]=[C:25]([N+:27]([O-:29])=[O:28])[CH:24]=[CH:23][C:22]=1[CH3:30])=[O:20]

参加物

反応物 3

HCID 679824-Fluoro-2-methylaniline

HCID 11494123(4-Bromo-2-chloro-phenyl)-(2-methyl-5-nitro-phenyl)-methanone

HCID 68419760[2-Chloro-4-(4-trifluoromethyl-phenylamino)-phenyl]-(2-methyl-5-nitro-phenyl)-methanone

生成物 1

HCID 68419909[2-Chloro-4-(4-fluoro-2-methyl-phenylamino)-phenyl]-(2-methyl-5-nitro-phenyl)-methanone

実験手順

The reaction was carried out similarly as described in the preparation of compound 414, using compound 402 (0.56 mmol) and 4-fluoro-2-methyl-phenylamine (0.56 mmol). The crude product was purified by continuous gradient flash chromatography using EtOAc/petroleum ether (40-60) 0:100 to 25:75 as the eluent to afford the title compound as yellow foam.