Pyridine → HCID 14954045, compound
Reaction equation
[C:1]([O:4][C:5](=O)C)(=[O:3])[CH3:2].[NH:8]1[C:16]2[C:11](=[CH:12][CH:13]=[C:14]3N=CC=C[C:15]3=2)[CH:10]=[CH:9]1.N1[CH:26]=[CH:25][CH:24]=[CH:23]C=1>>[C:1]([O:4][CH2:5][CH:25]1[CH2:24][CH2:23][N:8]2[C:16]3[C:11]([CH:10]=[C:9]2[CH2:26]1)=[CH:12][CH:13]=[CH:14][CH:15]=3)(=[O:3])[CH3:2]Participants
4
Procedure
11.4 g of acetic anhydride were added to a solution of 11.0 g of the pyridoindole from c) in 100 ml of pyridine and the resulting solution was stirred under a nitrogen atmosphere for 18 hours. The majority of the pyridine was removed by evaporation and the residue was acidified with 2M hydrochloric acid. The mixture was extracted with diethyl ether and the combined extracts were washed with sodium bicarbonate solution and with water. The extracts were dried and evaporated to dryness to give 11.25 g of 8-(acetoxymethyl)-6,7,8,9-tetrahydropyrido[1,2-a]indole of melting point 63°-64° C.