N-Methylallylamine → HCID 178457202, compound

Participants

Reaction Conditions

Reaction Steps

153 mg (0.315 mmol) trans-N-[4-(5-bromo-pentyl)-cyclohexylmethyl]-N-methyl-4-trifluoromethyl-benzenesulfonamide (example 1.6) dissolved in 2.0 ml of methanol were treated with 0.5 ml of N-allyl-methyl-amine and the reaction mixture stirred for 6 h at 50° C. It was then evaporated, poured into 50 ml of an ice/water mixture and extracted 3 times with 50 ml of dichloromethane. The combined dichloromethane phases were washed with sodium carbonate solution, dried over magnesium sulfate and evaporated under reduced pressure. The residue formed was chromatographed on silica gel with a 9:1:0.1 v/v/v mixture of dichloromethane, methanol and saturated ammonia solution as the eluent giving 0.110 g (73.3%) trans-N-{4-[5-(allyl-methyl-amino)-pentyl]-cyclohexylmethyl}-N-methyl-4-trifluoromethyl-benzenesulfonamide as colorless solid, MS: 475 (MH+).

Provenance & Evidence