Water → (S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione

反応式

[Cl:1][C:2]1[C:3]([F:14])=[CH:4][CH:5]=[C:6]2[NH:12][C:11](=[O:13])[O:10][C:8](=O)[C:7]=12.[NH:15]1[CH2:22][CH2:21][CH2:20][C@H:16]1C(O)=O.O>CN(C)C=O>[Cl:1][C:2]1[C:7]2[C:8](=[O:10])[N:15]3[CH2:22][CH2:21][CH2:20][C@H:16]3[C:11](=[O:13])[NH:12][C:6]=2[CH:5]=[CH:4][C:3]=1[F:14]

参加物

実験手順

3.3 g (0.015 mol) of 6-chloro-5-fluoroisatoic acid anhydride and 2 g (0.017 mol) of L-proline in 7.5 ml of dimethylformamide are heated to 120° for 2 hours, cooled, treated with 12 ml of distilled water and the precipitated brown crystals are filtered off. By recrystallization of the crude product from acetone/hexane there is obtained (S)-6-chloro-7-fluoro-1,2,3,11a-tetrahydro-5H-pyrrolo[2,1-c][1,4]benzodiazepine-5,11(10H)-dione of melting point 217°-219°.