Nicotinic Acid → HCID 12799178, compound

Participants

Reaction Conditions

Reaction Steps

1.3 ml. (0.01 mole) Isobutyl chloroformate, dissolved in 10 ml. dichloromethane, is added dropwise at -5° C. to -10° C. to a mixture of 1.23 g. (0.01 mole) nicotinic acid, 40 ml. dichloromethane and 1.4 ml. triethylamine. After stirring the reaction mixture for 15 minutes at -10° C., a slurry of 4.15 g. (0.01 mole) 7-[3-(4-aminopiperidino)-propoxy]-2,3-dihydrocyclopenta[c][1]benzopyran-4(1H)-one dihydrochloride in 30 ml. dichloromethane and 2.8 g. triethylamine is added thereto and the reaction mixture is further stirred for 30 minutes at -10° C., washed with water, mixed with an excess of ethereal hydrogen chloride solution, filtered and the precipitate obtained taken up in water and rendered alkaline with an aqueous solution of sodium hydroxide. There are thus obtained 2.8 g. (62% of theory) of the desired compound; m.p. 199°-200° C.

Provenance & Evidence