新产品编号:1539795
Chemical Name: 3-(2-Bromo-4-isopropylphenyl)-7-(N-butyl-N-ethylamino)-1,5-dimethyl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-one
项目整合开发状态: Biological Testing
项目研究机构: Bristol-Myers Squibb (Originator)
合成路线:4-Hydroxy-6-methyl-3-nitro-2-pyridone (I) was treated with phosphoryl chloride in boiling N,N-diethylaniline,and the resulting dichloropyridine (II) was condensed with n-butyl ethylamine (III) to afford a regioisomeric mixture of 4- (IV) and 2-amino (V) pyridines.After chromatographic separation,the desired isomer (IV) was coupled with 2-bromo-4-isopropylaniline (VI) at 140 C to provide (VII).Reduction of the nitro group of (VII) using sodium hydrosulfite and ammonia yielded diamine (VIII).Subsequent cyclization of (VIII) with phosgene in refluxing toluene gave imidazopyridinone (IX),which was finally N-methylated by means of CH3I and KOH in acetone.
📌 参考资料/链接:
参考文献标题:Purin-8-ones as corticotropin-releasing hormone (CRH-R1) receptor antagonists
文献作者:Beck,J.P.; Arvanitis,A.G.; Curry,M.A.; Rescinito,J.T.; Fitzgerald,L.W.; Gilligan,P.J.; Zaczek,R.; Trainor,G.L.
参考来源:Bioorg Med Chem Lett 1999,9(7),967