1-methyl-2-(triethylsilyl)-1H-imidazole -Drug Synthesis Database

【结构式】

【分子编号】58992

【品名】1-methyl-2-(triethylsilyl)-1H-imidazole

【CA登记号】

【分子式】C₁₀H₂₀N₂Si

【分子量】196.36778

【元素组成】C 61.17% H 10.27% N 14.27% Si 14.3%

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：(IV)

Suzuki coupling between 2-bromo-4-formylbenzonitrile (I) and 2-(trifluoromethyl)phenylboronic acid (II) affords the biphenyl aldehyde (III). The lithiated derivative of imidazole (IV) is then added to aldehyde (III), producing carbinol (V). Alkylation of (V) with the bromomethylpyridine (VI) by using Ag2O yields ether (VII). The chlorine atom of (VII) is finally displaced with 3-hydroxypiperidine (VIII) to provide the title compound.

参考文献中间体

合成目标

【1】 Wang, G.T.; et al.; Lead optimization of imidazole-containing inhibitors of farnesyl transferase. 224th ACS Natl Meet (Aug 18 2002, Boston) 2002, Abst MEDI 130.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(I)	58990	2-bromo-4-formylbenzonitrile		C₈H₄BrNO	详情	详情
(II)	53180	2-Trifluoromethylbenzeneboronic acid; 2-Trifluoromethylphenylboronic acid; o-Trifluoromethylphenylboronic acid	1423-27-4	C₇H₆BF₃O₂	详情	详情
(III)	58991	5-formyl-2'-(trifluoromethyl)[1,1'-biphenyl]-2-carbonitrile		C₁₅H₈F₃NO	详情	详情
(IV)	58992	1-methyl-2-(triethylsilyl)-1H-imidazole		C₁₀H₂₀N₂Si	详情	详情
(V)	58993	5-[hydroxy(1-methyl-1H-imidazol-5-yl)methyl]-2'-(trifluoromethyl)[1,1'-biphenyl]-2-carbonitrile		C₁₉H₁₄F₃N₃O	详情	详情
(VI)	58994	6-(bromomethyl)-2-chloronicotinonitrile		C₇H₄BrClN₂	详情	详情
(VII)	58995	2-chloro-6-{[[6-cyano-2'-(trifluoromethyl)[1,1'-biphenyl]-3-yl](1-methyl-1H-imidazol-5-yl)methoxy]methyl}nicotinonitrile		C₂₆H₁₇ClF₃N₅O	详情	详情
(VIII)	24255	3-piperidinol	6859-99-0	C₅H₁₁NO	详情	详情

Extended Information