Dicyclohexylcarbodiimide → {[5,5-Dimethyl-8-(1,2-dimethylheptyl)-10-(4-piperidinobutyryloxy)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridin-2-yl]acetyl}urea hydrochloride

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.14 g. (0.0025 mole) of {[10-hydroxy-5,5-dimethyl-8-(1,2-dimethylheptyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridin-2-yl]acetyl}urea, 0.52 g. (0.0025 mole) of 4-piperidinobutyric acid hydrochloride, 0.54 g. (0.0026 mole) of dicyclohexylcarbodiimide, and 170 ml. of dried methylene chloride was stirred at room temperature for 26 hours. The reaction mixture was cooled at approximately 6° C. overnight and was filtered to remove dicyclohexylurea. The filtrate was evaporated in vacuo and the residue was dissolved in 3 ml. of methylene chloride and 12.5 ml. of cyclohexane. After standing overnight in the cold room (approximately 6° C.), the solid was filtered and recrystallized from methylene chloride-ether, giving 1.1 g. of the product, m.p. 167°-170°.

Provenance & Evidence