[4-isopropyl-1-(4-pyridinylmethyl)-1H-imidazol-2-yl]methyl carbamate -Drug Synthesis Database

【结构式】

【分子编号】63302

【品名】[4-isopropyl-1-(4-pyridinylmethyl)-1H-imidazol-2-yl]methyl carbamate

【CA登记号】

【分子式】C₁₄H₁₈N₄O₂

【分子量】274.32268

【元素组成】C 61.3% H 6.61% N 20.42% O 11.66%

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：(XIX)

Debenzylation of 2-(benzyloxymethyl)-4-isopropyl-1-(4-pyridylmethyl)-1H-imidazole (XVI) with hot aqueous HCl gives the hydroxymethyl derivative (XVIII), which is condensed with chlorosulfonyl isocyanate in ethyl acetate to yield carbamic acid 1-(4-pyridylmethyl)-4-isopropyl-1H-imidazol-2-ylmethyl ester (XIX). Finally, this compound is condensed with 3,5-dichlorophenylsulfanyl chloride (XVII) by means of triethylamine in DMF/toluene.

参考文献中间体

合成目标

【1】 Sorbera, L.A.; Castañer, J.; Bayes, M.; Capravirine. Drugs Fut 2003, 28, 12, 1149.
【2】 Kabaki, M.; Hajima, M.; Hozumi, Y. (Shionogi & Co. Ltd.); Process for producing imidazole derivs.. EP 0949249; US 6057448; WO 9829395 .

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(XVI)	63299	benzyl [4-isopropyl-1-(4-pyridinylmethyl)-1H-imidazol-2-yl]methyl ether; 4-({2-[(benzyloxy)methyl]-4-isopropyl-1H-imidazol-1-yl}methyl)pyridine	C₂₀H₂₃N₃O	详情	详情
(XVII)	63000	methyl 6-[3-(1-adamantyl)-5-bromo-4-methoxyphenyl]-5-bromo-2-naphthoate; methyl 6-[3-(1-adamantyl)-5-bromo-4-methoxyphenyl]-5-bromo-2-naphthoate	C₂₉H₂₈Br₂O₃	详情	详情
(XVIII)	63301	[4-isopropyl-1-(4-pyridinylmethyl)-1H-imidazol-2-yl]methanol	C₁₃H₁₇N₃O	详情	详情
(XIX)	63302	[4-isopropyl-1-(4-pyridinylmethyl)-1H-imidazol-2-yl]methyl carbamate	C₁₄H₁₈N₄O₂	详情	详情

Extended Information