ethyl 4-ethyl-2-propyl-1H-imidazole-5-carboxylate -Drug Synthesis Database

【结构式】

【分子编号】64348

【品名】ethyl 4-ethyl-2-propyl-1H-imidazole-5-carboxylate

【CA登记号】

【分子式】C₁₁H₁₈N₂O₂

【分子量】210.2762

【元素组成】C 62.83% H 8.63% N 13.32% O 15.22%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号：(X)

Mesylate (IX) is condensed with ethyl 2-propyl-4-ethylimidazole-5-carboxylate (X) yielding (XI). Simultaneous ester group hydrolysis and MEM group deprotection under acidic conditions gives rise to the imidazolecarboxylic acid (XII). This is finally coupled with methylamine via activation with CDI to produce the desired N-methyl carboxamide (1-3).

参考文献中间体

合成目标

【1】 Tellew, J.E.; Baska, R.A.F.; Beyer, S.M.; Carlson, K.E.; Cornelius, L.A.; Fadnis, L.; Gu, Z..; Kunst, B.L.; Kowala, M.C.; Monshizadegan, H.; Murugesan, N.; Ryan, C.S.; Valentine, M.T.; Yang, Y.; Macor, J.E.; Discovery of 4'-[(Imidazol-1-yl)methyl]biphenyl-2-sulfonamides as dual endothelin/Angiotensin II receptor antagonists. Bioorg Med Chem Lett 2003, 13, 6, 1093.
【2】 Macor, J.E.; Murugesan, N.; Gu, Z.; Tellew, J.E. (Bristol-Myers Squibb Co.); Biphenyl sulfonamides as dual angiotensin endothelin receptor antagonists. EP 1094816; JP 2002519380; US 2002143024; WO 0001389 .
【3】 Macor, J.E.; Murugesan, N.; Gu, Z.; Tellew, J.E. (Bristol-Myers Squibb Co.); Biphenyl sulfonamides as dual angiotensin endothelin receptor antagonists. EP 1237888; WO 0144239 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(IX)	64347	[2'-({(3,4-dimethyl-5-isoxazolyl)[(2-methoxyethoxy)methyl]amino}sulfonyl)-2-methyl[1,1'-biphenyl]-4-yl]methyl methanesulfonate	C₂₄H₃₀N₂O₈S₂	详情	详情
(X)	64348	ethyl 4-ethyl-2-propyl-1H-imidazole-5-carboxylate	C₁₁H₁₈N₂O₂	详情	详情
(XI)	64349	ethyl 1-{[2'-({(3,4-dimethyl-5-isoxazolyl)[(2-methoxyethoxy)methyl]amino}sulfonyl)-2-methyl[1,1'-biphenyl]-4-yl]methyl}-4-ethyl-2-propyl-1H-imidazole-5-carboxylate	C₃₄H₄₄N₄O₇S	详情	详情
(XII)	64433	1-[(2'-{[(3,4-dimethyl-5-isoxazolyl)amino]sulfonyl}-2-methyl[1,1'-biphenyl]-4-yl)methyl]-4-ethyl-2-propyl-1H-imidazole-5-carboxylic acid	C₂₈H₃₂N₄O₅S	详情	详情

Extended Information