Potassium Carbonate → HCID 67065317, compound

Participants

Reaction Conditions

Reaction Steps

N-methyl piperazine, 0.68 mL (6.13 mmol), was added over a solution of the N-(2-chloroethyl)-N-[(trans)-2-phenylcyclopropyl]amine (Intermediate B) 0.6 g (3.06 mmol) in 60 mL DMF, followed by the addition of K2CO3 (3.06 mmol). The mixture was stirred at 80° C. and the progression was monitored by TLC, after completion, the solvent was evaporated to dryness. DCM and a K2CO3 solution were added to the crude. The organic layer was extracted, washed with water, brine and dried with MgSO4 and filtered. The crude was purified by silica gel chromatography (DCM-MeOH from 100:0 to 80:20). HCl (2M in diethyl ether), 3 mL, was added dropwise to a solution of the N-[(trans)-2-phenylcyclopropyl]ethane-1,2-diamine derivative in diethyl ether (10 mL) until solid precipitation. The mixture was stirred for 2 hours, the solid was filtered, washed with diethyl ether and dried under reduced pressure to give 0.58 g of N-[2-(4-methylpiperazin-1-yl)ethyl]-N-[(trans)-2-phenylcyclopropyl]amine hydrochloride salt. Yield: 56%. 1HNMR (DMSO-d6) δ (ppm): 1.24 (q, 1H), 1.63 (quin, 1H), 2.62 (m, 1H), 2.78 (s, 3H), 3.00 (m, 1H), 3.28 (br, 4H), 3.73 (br, 2H), 3.44 (br, 2H), 3.61 (br, 4H), 7.17 (t, 2H), 7.20 (d, 1H), 7.28 (t, 2H), 10.12 (br, 1H), 11.90 (br, 1H). MS (M+H): 260.09

Provenance & Evidence