2-[4-(tert-butyl)-2,6-dimethylphenyl]acetonitrile -Drug Synthesis Database

【结构式】

【分子编号】49760

【品名】2-[4-(tert-butyl)-2,6-dimethylphenyl]acetonitrile

【CA登记号】

【分子式】C₁₄H₁₉N

【分子量】201.3116

【元素组成】C 83.53% H 9.51% N 6.96%

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：(II)

Alkylation of sodium cyanide with 4-tert-butyl-2,6-dimethylbenzyl chloride (I) afforded nitrile (II). Imidate (III) was then prepared by Pinner reaction of nitrile (II) with ethanolic HCl. Cyclization of (III) with 1,3-diaminopropane (IV) in ethanol furnished the desired cyclic amidine. In an alternative procedure, the target amidine was directly obtained by melting at 200 C nitrile (II) with the mono-tosylate salt of 1,3-diaminopropane.

参考文献中间体

合成目标

【1】 Prisinzano, T.; et al.; Imidazoline-modified benzylimidazolines as h5-HT1D/1B serotonergic ligands. Bioorg Med Chem 2001, 9, 3, 613.
【2】 Glennon, R.A.; Law, H. (NPS Allelix Corp.; Virginia Commonwealth University); Imidazoles with serotonin receptor binding activity. US 5969137; WO 9812183 .

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)	49759	5-(tert-butyl)-2-(chloromethyl)-1,3-dimethylbenzene		C₁₃H₁₉Cl	详情	详情
(II)	49760	2-[4-(tert-butyl)-2,6-dimethylphenyl]acetonitrile		C₁₄H₁₉N	详情	详情
(III)	49761	ethyl 2-[4-(tert-butyl)-2,6-dimethylphenyl]ethanimidoate		C₁₆H₂₅NO	详情	详情
(IV)	19331	3-aminopropylamine; 1,3-propanediamine	109-76-2	C₃H₁₀N₂	详情	详情

Extended Information