4-Methylmorpholine → HCID 178501216, compound

Participants

Reaction Steps

A solution of 1.37 g of 4-carboxy-1-(4-cyanophenyl)-piperidine, 1.85 g of N-[trans-4-(methoxycarbonyl)-cyclohexyl]-N-(3-phenylpropyl)-amine-hydrochloride, 0.88 g of 1-hydroxy-(1H)-benzotriazole, 2.1 g of 2-[(1H)-benzotriazol-1-yl]-1,1,3,3-tetramethyl-uronium-tetrafluoroborate and 1.43 ml of N-methyl-morpholine in 40 ml of dimethylformamide is heated to 60° C. for 6 hours. After cooling, the mixture is diluted with sodium bicarbonate solution and the aqueous phase is extracted with ethyl acetate. The combined ethyl acetate phases are washed with dilute citric acid solution and then with a dilute sodium bicarbonate solution and dried and the solvent is removed under reduced pressure. The residue is chromatographed with methylene chloride and methylene chloride/methanol (8:2) over silica gel. Yield: 0.55 (19% of theory), Melting point: 145°-146° C.

Provenance & Evidence