5-(p-톨루오일)-메틸피롤-2-아세트산의 합성

• 영문명: Synthesis of 5-(p-Toluoyl)-1-Methylpyrrole-2-Acetic Acid [Tolmetin]
• 발행기관: 대한약학회
• 저자명: 최홍대(Hong Dae Choi) 마정주(Jung Joo Ma)
• 간행물 정보: 『약학회지』제36권 제4호 (1992년), 341~344쪽, 전체 4쪽
• 주제분류: 의약학 > 기타의약학
• 파일형태: PDF
• 발행일자: 1992.08.30

영문 초록

A facile method for tolmetin, which is a potent antiinflammatory agent, is described. Friedel-Crafts reaction of 1-methylpyrrole with ethyl alpha-chloro-alpha-(methylthio)acetate (1) gave ethyl alpha-methylthio-1-methyl-2-pyrroleacetate (4), which was readily converted into ethyl 1-methyl-2-pyrroleacetate (5) by reductive desulfurization with zinc dust in acetic acid. Tolmetin was synthesized by Friedel-Crafts acylation of (5) with p-toluoyl chloride, followed by hydrolysis of the resultant ethyl 5-(p-toluoyl)-1-methylpyrrole-2-acetate (6).