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Imatinib mesylate, GGP-57148B, STI-571, CGP-57148(free base), Gleevec, Glivec

甲磺酸伊马替尼 伊马替尼 Chemical Name: 4-(4-Methylpiperazin-1-ylmethyl)-N-[4-methyl-3-[4-(3-pyridyl)pyrimidin-2-ylamino]phenyl]benzamide methanesulfonate
CAS No. 220127-57-1, 152459-95-5 (free base)
项目整合开发状态: Launched-2001
项目研究机构: Novartis (Orphan Drug), Novartis (Originator), M.D. Anderson Cancer Center (Not Determined), EORTC (Codevelopment), National Cancer Institute (Codevelopment)
合成路线:The condensation of 1-(3-pyridyl)ethanone (I) with dimethylformamide dimethylacetal (II) gives 3-(dimethylamino)-1-(3-pyridyl)-2-propen-1-one (III),which is cyclized with 1-(2-methyl-5-nitrophenyl)guanidine (IV) [obtained by reaction of 2-methyl-5-nitroaniline (V) with cyanamide (VI)] in refluxing isopropanol to yield the pyrimidine derivative (VII).Reduction of the nitro group of (VII) with H2 over Pd/C in THF affords the corresponding amino compound (VIII),which is finally condensed with 4-(4-methylpiperazin-1-ylmethyl)benzoyl chloride (IV) in pyridine.
📌 参考资料/链接:
参考文献标题:Pyrimidine derivs.and process for their preparation
文献作者:Zimmermann,J.(Novartis AG)
参考来源:EP 0564409; JP 1994087834; US 5521184

📄 详细内容


合成路线:The condensation of 1-(3-pyridyl)ethanone (I) with dimethylformamide dimethylacetal (II) gives 3-(dimethylamino)-1-(3-pyridyl)-2-propen-1-one (III),which is cyclized with 1-(2-methyl-5-nitrophenyl)guanidine (IV) [obtained by reaction of 2-methyl-5-nitroaniline (V) with cyanamide (VI)] in refluxing isopropanol to yield the pyrimidine derivative (VII).Reduction of the nitro group of (VII) with H2 over Pd/C in THF affords the corresponding amino compound (VIII),which is finally condensed with 4-(4-methylpiperazin-1-ylmethyl)benzoyl chloride (IV) in pyridine.

参考文献标题:A process of preparing imatinib and imatinib prepared thereby
文献作者:Kankan,R.N.; Rao,D.R.; Wain,C.P.(Cipla Ltd.)
参考来源:GB 2398565; WO 0474502


合成路线:The condensation of 1-(3-pyridyl)ethanone (I) with dimethylformamide dimethylacetal (II) gives 3-(dimethylamino)-1-(3-pyridyl)-2-propen-1-one (III),which is cyclized with 1-(2-methyl-5-nitrophenyl)guanidine (IV) [obtained by reaction of 2-methyl-5-nitroaniline (V) with cyanamide (VI)] in refluxing isopropanol to yield the pyrimidine derivative (VII).Reduction of the nitro group of (VII) with H2 over Pd/C in THF affords the corresponding amino compound (VIII),which is finally condensed with 4-(4-methylpiperazin-1-ylmethyl)benzoyl chloride (IV) in pyridine.

参考文献标题:Potent and selective inhibitors of the Abl-kinase: Phenylaminopyrimidine (PAP) derivatives
文献作者:Buchdunger,E.; Mett,H.; Meyer,T.; Lydon,N.B.; Zimmermann,J.
参考来源:Bioorg Med Chem Lett 1997,7(2),187


合成路线:The condensation of 1-(3-pyridyl)ethanone (I) with dimethylformamide dimethylacetal (II) gives 3-(dimethylamino)-1-(3-pyridyl)-2-propen-1-one (III),which is cyclized with 1-(2-methyl-5-nitrophenyl)guanidine (IV) [obtained by reaction of 2-methyl-5-nitroaniline (V) with cyanamide (VI)] in refluxing isopropanol to yield the pyrimidine derivative (VII).Reduction of the nitro group of (VII) with H2 over Pd/C in THF affords the corresponding amino compound (VIII),which is finally condensed with 4-(4-methylpiperazin-1-ylmethyl)benzoyl chloride (IV) in pyridine.
参考文献标题:Imatinib Mesilate
文献作者:Castar,J.; Fern醤dez,R.; de Bree,F.; Sorbera,L.A.
参考来源:Drugs Fut 2001,26(6),545


产品链接: CAS No. 220127-57-1››

产品链接: CAS No.152459-95-5››