Cyclohexylamine → Ammonia

Participants

Reaction Conditions

Reaction Steps

To 1-chloro-N-(isoquinolin-6-yl)phenylmethanesulfonamide in MeOH is added KI and the solution is heated to 60° C. for 40 minutes. The mixture is cooled to 45° C. and cyclohexylamine is added and stirred at 45° C. After 2-4 hours or when TLC indicated completion of the reaction, the solvents are evaporated and the residue is taken up in EtOAc and extracted with NaHCO3 (sat). The organics are dried (Na2SO4), filtered and evaporated. Flash chromatography (SiO2, 2% NH3(2M) in MeOH/3% MeOH/CH2Cl2) gives N-(isoquinolin-6-yl)cyclohexylamino phenylmethanesulfonamide (E50).

Provenance & Evidence