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项目整合精选>>>Anmetarin(cataplasm), Flurbiprofen, MKS-11, BTS-18322, U-27182, Ocuflur, Ocufen, Antadys, Yakuban(plaster), Cebutid, Flugalin, Ansaid, Froben, Flurofen
Anmetarin(cataplasm), Flurbiprofen, MKS-11, BTS-18322, U-27182, Ocuflur, Ocufen, Antadys, Yakuban(plaster), Cebutid, Flugalin, Ansaid, Froben, Flurofen
氟比洛芬Chemical Name: (?-2-Fluoro-alpha-methyl-4-biphenylacetic acid
CAS No. 5104-49-4
项目整合开发状态: Launched-1977
项目研究机构: Abbott (Originator), Pfizer (Originator), Allergan (Licensee), Th閞amex (Licensee)
合成路线:By reaction of ethyl 2-fluoro-4-biphenylylacetate (I) first with diethyl carbonate and sodium ethoxide,and then with dimethyl sulfate in ethanol to give diethyl 2-fluoro-4-biphenylyl-alpha-methylmalonate (II),which was hydrolyzed with NaOH in ethanol and finally decarboxylated at 180-200 C.The starting product (I) was obtained as follows: the Ullman condensation of 4-bromo-3-nitroacetophenone (III) gives 2-nitro-4-acetylbiphenyl (IV),which was reduced to the corresponding amino compound (V).This,by the Schieman reaction was converted into 2-fluoro-4-acetylbiphenyl (VI),which by heating with sulfur and morpholine (B) gave 2-fluoro-4-biphenylylacetic acid (VII),and finally (VII) was esterified by refluxing with ethanol and H2SO4.
📌 参考资料/链接：
参考文献标题:Flurbiprofen
文献作者:Thorpe,P.; Castar,J.
参考来源:Drugs Fut 1976,1(7),323
📄 详细内容
合成路线:By reaction of ethyl 2-fluoro-4-biphenylylacetate (I) first with diethyl carbonate and sodium ethoxide,and then with dimethyl sulfate in ethanol to give diethyl 2-fluoro-4-biphenylyl-alpha-methylmalonate (II),which was hydrolyzed with NaOH in ethanol and finally decarboxylated at 180-200 C.The starting product (I) was obtained as follows: the Ullman condensation of 4-bromo-3-nitroacetophenone (III) gives 2-nitro-4-acetylbiphenyl (IV),which was reduced to the corresponding amino compound (V).This,by the Schieman reaction was converted into 2-fluoro-4-acetylbiphenyl (VI),which by heating with sulfur and morpholine (B) gave 2-fluoro-4-biphenylylacetic acid (VII),and finally (VII) was esterified by refluxing with ethanol and H2SO4.
参考文献标题:2-(Mono- and difluoro-4-biphenyl)propionic acids
文献作者:Adams,S.S.; et al.
参考来源:US 3755427
产品链接: CAS No. 5104-49-4››