1-Methylpiperazine → 1-Ethyl-6-(4-methylpiperazin-1-yl)indole-3-carbonitrile

Participants

Reaction Conditions

Reaction Steps

6-chloro-1-ethylindole-3-carbonitrile (1.02 g, 5.0 mmol), prepared from 6-chloroindole using the procedures described in example 1A, is mixed with K3PO4 (1.48 g, 7.0 mmol), Pd2(dba)3 (0.11 g, 0.12 mmol), biphenyl-2-yldicyclohexylphosphane (0.17 g, 0.48 mmol), 1-methylpiperazine (0.60 g, 0.67 mL 6.0 mmol) and dry DME (10.0 mL). The mixture is stirred at 100° C. overnight. After cooling, the solvent is replaced with dichloromethane and chromatographed (silica gel, DCM, then EtOAc, finally DCM/MeOH, 9/1) to provide 1-ethyl-6-(4-methylpiperazin-1-yl)indole-3-carbonitrile (0.96 g, 72%).

Provenance & Evidence