新产品编号:1838793
Chemical Name: N-[4-[2-[2(R)-Hydroxy-2-(3-pyridyl)ethylamino]ethyl]phenyl]-4-[4-[4-(trifluoromethyl)benzyl]-2H-1,2,3-triazol-2-yl]benzenesulfonamide
项目整合开发状态: Preclinical
项目研究机构: Merck & Co. (Originator)
合成路线:2-Phenyl-1,2,3-triazole-4-carboxylic acid (I) was converted to acid chloride,which was further treated with N-methoxy-N-methylamine to provide the corresponding Weinreb amide (II).Subsequent chlorosulfonylation of (II) gave rise to sulfonyl chloride (III),which was coupled with the known amine (IV),yielding sulfonamide (V).The Boc protecting group of (V) was then cleaved by means of trifluroacetic acid to afford (VI).Addition of Grignard reagent (VII) to the N-methoxyamide (VI) furnished ketone (VIII).
合成路线:After reduction of (VIII) to alcohol (IX) with NaBH4,further alcohol reduction using triethylsilane and trifluoroacetic acid produced the title compound
📌 参考资料/链接：
参考文献标题:Human beta3 adrenergic receptor agonists containing 1,2,3-triazole-substituted benzenesulfonamides
文献作者:Brockunier,L.L.; Parme,E.R.; Ok,H.O.; et al.
参考来源:219th ACS Natl Meet (March 26 2000,San Francisco) 2000,Abst MEDI 252
📄 详细内容
合成路线:2-Phenyl-1,2,3-triazole-4-carboxylic acid (I) was converted to acid chloride,which was further treated with N-methoxy-N-methylamine to provide the corresponding Weinreb amide (II).Subsequent chlorosulfonylation of (II) gave rise to sulfonyl chloride (III),which was coupled with the known amine (IV),yielding sulfonamide (V).The Boc protecting group of (V) was then cleaved by means of trifluroacetic acid to afford (VI).Addition of Grignard reagent (VII) to the N-methoxyamide (VI) furnished ketone (VIII).
合成路线:After reduction of (VIII) to alcohol (IX) with NaBH4,further alcohol reduction using triethylsilane and trifluoroacetic acid produced the title compound
参考文献标题:Human beta3-adrenergic receptor agonist containing 1,2,3-triazole-substituted benzenesulfonamides
文献作者:Brockunier,L.L.; Parmee,E.R.; Ok,H.O.; Candelore,M.R.; Cascieri,M.A.; Colwell,L.F.Jr.; Deng,L.; Feeney,W.P.; Forrest,M.J.; Hom,G.J.; MacIntyre,D.E.; Tota,L.; Wyvratt,M.J.; Fisher,M.H.; Weber,A.E.
参考来源:Bioorg Med Chem Lett 2000,10(18),2111