3-Pyridinecarbonyl Azide → 5-(N,N-Dimethylamino)-1-(3-pyridylcarbamoyl)indoline

反応式

[CH3:1][N:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[NH:9][CH2:8][CH2:7]2)[CH3:3].[N:13]1[CH:18]=[CH:17][CH:16]=[C:15]([N:19]=[C:20]=[O:21])[CH:14]=1.C(N=[N+]=[N-])(=O)C1C=CC=NC=1>C1(C)C=CC=CC=1>[CH3:3][N:2]([C:4]1[CH:5]=[C:6]2[C:10](=[CH:11][CH:12]=1)[N:9]([C:20](=[O:21])[NH:19][C:15]1[CH:14]=[N:13][CH:18]=[CH:17][CH:16]=1)[CH2:8][CH2:7]2)[CH3:1]

参加物

実験手順

5-(N,N-dimethylamino)indoline (D13) (0.29 g, 1.79 mmol) was added to solution of 3-pyridylisocyanate derived from nicotinoyl azide (0.52 g, 1.2 eq) heated at reflux in dry toluene for 1.5 h. The solution was allowed to stand overnight evaporated under reduced pressure and purified by column chromatography (SiO2, CHCl3 /MeOH 2-5%) to afford a pale blue oil which on trituration with Et2O afforded a pale blue solid (550 mg, 99%).