N-methyl-2-pyrrolidone → HCID 21192602, compound

Participants

Reaction Steps

A solution of N-(4-chlorobenzyl)-6-(chloromethyl)-1-methyl-1,4-dihydro-3-quinolinecarboxamide (0.09 gm) from Preparation No. 35 in dry NMP (2 mL) containing diisopropylethylamine (0.14 mL) is treated with 3-azetidinol hydrochloride (0.04 gm) (prepared as described in Helv. Chim. Acta 1988, 1035). The reaction mixture is stirred overnight. The reaction mixture is diluted with dichloromethane (50 mL) and washed with water (2×10 mL), brine (10 mL), dried (Na2SO4) and concentrated under reduced pressure. The residue is purified by flash column chromatography eluting with 5% to 20% methanol in dichloromethane and then by recrystallization from methanol-acetonitrile to afford 0.08 gm of the title compound as an off-white solid.

Provenance & Evidence