CDD-0102

嘧啶,5-(3-乙基-1,2,4-氧二唑-5-基)-1,4,5,6-四氢-Chemical Name: 5-(3-Ethyl-1,2,4-oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidine
CAS No. 146422-58-4
项目整合开发状态: Preclinical
项目研究机构: Cognitive Pharmaceuticals (Originator), University of Toledo (Originator)
合成路线:Lithiation of 5-bromopyrimidine (I),followed by addition of CO2 produces pyrimidine-5-carboxylic acid (II).After catalytic hydrogenation of (II),the resultant tetrahydropyrimidine acid (III) is esterified with SOCl2 in MeOH to yield the corresponding methyl ester (IV).Protection of (IV) with triphenylmethyl chloride and DBU affords the N-trityl derivative (V).Then,condensation between the sodium derivative of propionamide oxime (VI) and ester (V) gives rise to the oxadiazole compound (VII).The N-trityl group of (VII) is finally removed with trifluoroacetic acid to furnish the title compound.
📌 参考资料/链接:
参考文献标题:Design,synthesis,and neurochemical evaluation of 5-(3-alkyl-1,2,4-oxadiazol-5-yl)-1,4,5,6-tetrahydropyrimidines as M1 muscarinic receptor agonists
文献作者:Dunbar,P.G.; Durant,G.J.; Fang,Z.; Abuh,Y.F.; El-Assadi,A.A.; Ngur,D.O.; Periyasamy,S.; Hoss,W.P.; Messer,W.S.Jr.
参考来源:J Med Chem 1993,36(7),842

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