CV-159
甲基6-[(5-苯基-1H-吡唑-3-基)氧基]己基2,6-二甲基-4-(3-硝基苯基)-1,4-二氢-3,5-吡啶二羧酸酯Chemical Name: 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridinedicarboxylic acid methyl 6-(5-phenyl-3-pyrazolyloxy)hexyl ester; 1,4-Dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3-methoxycarbonylpyridine-5-carboxylic acid 6-(5-phenyl-3-pyrazolyloxy)hexyl ester
CAS No. 86384-98-7
项目整合开发状态: Phase I
项目研究机构: Mitsubishi Pharma (Originator)
合成路线:Reaction of 6-chlorohexanol (I) with 3-phenyl-5-pyrazolone (II) in the presence of K2CO3 in DMF gives 6-(5-phenyl-3-pyrazolyloxy)hexyl alcohol (III),which affords the crystalline acetoacetate derivative (IV) by esterification of (III) with diketene in the presence of triethylamine.Reaction of (IV) and ammonium carbonate in refluxing methanol gives 3-aminocrotonic acid 6-(5-phenyl-3-pyrazolyloxy)hexyl ester (V).This compound is finally cyclized with methyl 3-nitrobenzylidene acetoacetate (VI) in ethanol.
📌 参考资料/链接：
参考文献标题:Novel 1,4-dihydropyridine derivatives
文献作者:Masato,K.; Shinji,T.; Kozo,H.; Susumu,T.(Tokyo Tanabe Co.,Ltd.)
参考来源:DE 3230400; FR 2511370; FR 8214008; GB 2108108; JP 88023193; US 4418197
📄 详细内容
合成路线:Reaction of 6-chlorohexanol (I) with 3-phenyl-5-pyrazolone (II) in the presence of K2CO3 in DMF gives 6-(5-phenyl-3-pyrazolyloxy)hexyl alcohol (III),which affords the crystalline acetoacetate derivative (IV) by esterification of (III) with diketene in the presence of triethylamine.Reaction of (IV) and ammonium carbonate in refluxing methanol gives 3-aminocrotonic acid 6-(5-phenyl-3-pyrazolyloxy)hexyl ester (V).This compound is finally cyclized with methyl 3-nitrobenzylidene acetoacetate (VI) in ethanol.
参考文献标题:Powdery preparation of amorphous dihydropyridine compound
文献作者:Masato,K.; Shinji,T.; Tsutomu,A.; Setagaya,S.C.; Susumu,T.(Tokyo Tanabe Co.,Ltd.)
参考来源:EP 0147171; JP 60139688
合成路线:Reaction of 6-chlorohexanol (I) with 3-phenyl-5-pyrazolone (II) in the presence of K2CO3 in DMF gives 6-(5-phenyl-3-pyrazolyloxy)hexyl alcohol (III),which affords the crystalline acetoacetate derivative (IV) by esterification of (III) with diketene in the presence of triethylamine.Reaction of (IV) and ammonium carbonate in refluxing methanol gives 3-aminocrotonic acid 6-(5-phenyl-3-pyrazolyloxy)hexyl ester (V).This compound is finally cyclized with methyl 3-nitrobenzylidene acetoacetate (VI) in ethanol.
参考文献标题:CV-159
文献作者:Kamibayashi,M.
参考来源:Drugs Fut 1989,14(3),206
产品链接: CAS No. 86384-98-7››