Water → HCID 68595185, compound

Participants

Reaction Conditions

Reaction Steps

8-chloro-2-methyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (1.00 g, 4.5 mmol) was stirred in benzene (15 mL) and toluene (20 mL). To this solution acrylonitrile (0.5 mL, 7.5 mmol) was added. The resulting reaction mixture was stirred at 0° C. for 10 minutes. Ice cold solution of 1 ml of Triton-B® was added to it. The reaction mixture was again stirred at room temperature for 4 h. The reaction was monitored by TLC in 10% Methanol-dichloromethane. Water was added to the reaction mixture and extracted organic layer was given water wash (3 times). The organic layer was then concentrated and purified by silica gel (100-200 mesh) chromatography using 0-10% methanol:dichloromethane as eluent. The obtained 3-(8-chloro-2-methyl-3,4-dihydro-1H-pyrido[4,3-b]indol-5(2H)-yl)propanenitrile was converted into its oxalate salt. 1H NMR (DMSO) 7.65 (d, 1H), 7.55 (s, 1H), 7.20 (d, 1H), 4.50 (t, 2H), 4.30 (m, 2H), 3.40 (m, 2H), 3.20 (m, 2H), 3.0 (t, 2H), 2.90 (s, 3H).

Provenance & Evidence