Reference

Process for preparing rebamipide

Process for preparing rebamipide. Hong, Hyeon Su; Jung, Yong Ho; Kang, So Yeon; Kwon, O. Jin; Lim, Jae Gyeong; Oh, Yun Seok (Dong Wha Pharm. Ind. Co., Ltd., S. Korea). Repub. Korean Kongkae Taeho Kongbo KR 2003050412 A 25 Jun 2003, No pp. given (Korean). (Korea, Republic Of). CODEN: KRXXA7. CLASS: ICM: C07D215-227. APPLICATION: KR 2001-80842 18 Dec 2001. DOCUMENT TYPE: Patent CA Section: 27 (Heterocyclic Compounds (One Hetero Atom)) A process for prepg.Several substances with their cas registry numbers 4876-10-2 and 13433-00-6 may be metioned in this study. rebamipide is provided, thereby simplifying the prepg. process of rebamipide and improving the prepn. yield of rebamipide. A process for prepg. rebamipide of the formula(1) comprises the steps of: reacting 4-(bromomethyl)-1,2-dihydro-2-quinolinone of formula(2) with di-Et 2-[(4-chlorobenzoyl)amino]malonate of formula(3) to prep. a compd. of formula(4); and reacting the compd. of formula(4) under basic conditions, wherein R is alkyl having the carbon no. of 1 to 6, wherein the di-Et 2-[(4-chlorobenzoyl)amino]malonate of formula(3) is prepd. by reacting di-Et 2-aminomalonate hydrochloride with 4-chlorobenzoyl deriv. of formula(6); and R is alkyl having the carbon no. of 1 to 6 and X is OH or halogen atom. .

Synthesis and antiulcer activity of optical isomers of 2-(4-chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic acid (rebamipide)

Synthesis and antiulcer activity of optical isomers of 2-(4-chlorobenzoylamino)-3-[2(1H)-quinolinon-4-yl]propionic acid (rebamipide). Otsubo, Kenji; Morita, Seiji; Uchida, Minoru; Yamasaki, Katsuya; Kanbe, Toshimi; Shimizu, Takefumi (Tokushima Res. Inst., Otsuka Pharm. Co., Ltd., Tokushima 771-01, Japan). Chem. Pharm. Bull., 39(11), 2906-9 (English) 1991. CODEN: CPBTAL. ISSN: 0009-2363. 4876-10-2 and 137354-55-3 are cas registry numbers of chemicals which are used as reagents here. DOCUMENT TYPE: Journal CA Section: 27 (Heterocyclic Compounds (One Hetero Atom)) Section cross-reference(s): 1 The enantiomers of rebamipide (I) were prepd. and their antiulcer activity was measured against EtOH-induced gastric ulcers. A key step was the condensation of 4-bromomethyl- and 4-chloromethyl-2-chloroquinolines with dimethoxyisopropylpyrazine II to give (pyrazinylmethyl)quinoline III. III was hydrolyzed and acylated with 4-ClC6H4COCl to give (+)-I. (-)-I was prepd. analogously. .