Y-700
1-[3-氰基-4-(2,2-二甲基丙氧基)苯基]-1H-吡唑-4-羧酸Chemical Name: 1-[3-Cyano-4-(2,2-dimethylpropoxy)phenyl]-1H-pyrazole-4-carboxylic acid
CAS No. 206884-98-2
项目整合开发状态: Phase I
项目研究机构: Mitsubishi Pharma (Originator)
合成路线:2-Cyano-3-neopentyloxyaniline (I) was diazotized with NaNO2/HCl and then reduced with SnCl2 to give hydrazine (II).The required pyrazole system (IV) was then obtained by condensation of hydrazine (II) with ethyl 2-cyano-3-ethoxyacrylate (III).Deamination of (IV) was achieved by diazotization of the amino group by means of isoamyl nitrite,with concomitant decomposition of the diazonium salt in refluxing THF to yield (V).Finally,saponification of the ethyl ester group of (V) provided the title carboxylic acid.
📌 参考资料/链接：
参考文献标题:1-Phenylpyrazole cpds.and medicinal application thereof
文献作者:Ishibuchi,S.; Morimoto,H.; Inoue,H.; Naka,Y.; Fukunari,A.(Welfide Corporation)
参考来源:EP 0936217; US 6015829; WO 9818765
📄 详细内容
合成路线:2-Cyano-3-neopentyloxyaniline (I) was diazotized with NaNO2/HCl and then reduced with SnCl2 to give hydrazine (II).The required pyrazole system (IV) was then obtained by condensation of hydrazine (II) with ethyl 2-cyano-3-ethoxyacrylate (III).Deamination of (IV) was achieved by diazotization of the amino group by means of isoamyl nitrite,with concomitant decomposition of the diazonium salt in refluxing THF to yield (V).Finally,saponification of the ethyl ester group of (V) provided the title carboxylic acid.
参考文献标题:Synthesis and structure-activity relationships of 1-phenylpyrazoles as xanthine oxidase inhibitors
文献作者:Ishibuchi,S.; Morimoto,H.; Oe,T.; Ikebe,T.; Inoue,H.; Fukunari,A.; Kamezawa,M.; Yamada,I.; Naka,Y.
参考来源:Bioorg Med Chem Lett 2001,11(7),879
产品链接: CAS No. 206884-98-2››