PRODUCTION OF NAPHTHAMIDE DERIVATIVE

• Main Authors: IKAWA HIROSHI, NISHIMURA MASAHITO
• Format: Patent
• Language: English
• Published: 17.12.1996
• Edition: 6
• Subjects: CHEMISTRY; HETEROCYCLIC COMPOUNDS; HUMAN NECESSITIES; HYGIENE; MEDICAL OR VETERINARY SCIENCE; METALLURGY; ORGANIC CHEMISTRY; PREPARATIONS FOR MEDICAL, DENTAL, OR TOILET PURPOSES; SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS ORMEDICINAL PREPARATIONS

PURPOSE: To obtain a naphthamide derivative useful as an antiallergic agent, etc., on an industrial scale in high yield by reacting a dihydroxynaphthoic acid derivative with an acyl compound and reacting the resultant compound with an (aminoethyl)-benzhydrylpiperidine. CONSTITUTION: The objective naphthamide derivative of formula III is produced by reacting (A) a 3,5-dihydronaphthoic acid derivative of formula I ((n) is 1-6) with (B) an acyl compound of formula R COX (R is a 1-5C alkyl; X is a halogen) to obtain (C) a mixed acid anhydride of formula II (R is H or R CO) and reacting the mixed acid anhydride compound of formula III with (D) 1-(2- aminoethyl)-4-benzhydrylpiperidine. For example, N-[2-[4-benzhydryloxy) piperidino]ethyl]-3-hydroxy-5-(3-pyridylmethoxy)-2-naphthamide can be produced by reacting 3-hydroxy-5-(3-pyridylmethoxy)-2-naphthoic acid with pivaloyl chloride.