Phenacyl bromide → 1-Benzoyl-6-chloro-3-cyano-pyrrolo[1,2-a]quinoline

반응식

[Br-].[Cl:2][C:3]1[CH:12]=[CH:11][CH:10]=[C:9]2[C:4]=1[CH:5]=[CH:6][CH:7]=[N+:8]2[CH2:13][C:14]([C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1)=[O:15].BrCC(C1C=CC=CC=1)=O.ClC1C=C2C(=CC=1)[N:39]=[CH:38][CH:37]=[CH:36]2>C(#N)C>[C:14]([C:13]1[N:8]2[C:9]3[C:4]([CH:5]=[CH:6][C:7]2=[C:37]([C:38]#[N:39])[CH:36]=1)=[C:3]([Cl:2])[CH:12]=[CH:11][CH:10]=3)(=[O:15])[C:16]1[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=1

참가 물질

실험 절차

5-Chloro-1-phenacyl-quinolinium bromide: The title compound was prepared from 2-bromo-1-phenyl-ethanone (490 mg, 2.46 mmol), 6-chloro-quinoline (314 mg, 1.92 mmol) and acetonitrile (5 mL), similar to Example 1a, and yielded 394 mg (57%) as a light tan solid: 1H NMR (CDCl3) 10.55 (dd, J=1.2, 6.0 Hz, 1H), 9.41 (d, J=8.7 Hz, 1H), 8.32 (m, 1H), 8.30 (m, 1H), 8.23 (dd, J=6.0, 9.0 Hz, 1H), 8.05–7.99 (m, 3H), 7.70 (m, 3H), 7.55 (m, 2H).