2-[3-Methyl-5-(2-nitriloethyl)phenyl]acetonitrile -Drug Synthesis Database

【结构式】

【分子编号】13177

【品名】2-[3-Methyl-5-(2-nitriloethyl)phenyl]acetonitrile

【CA登记号】

【分子式】C₁₁H₁₀N₂

【分子量】170.21388

【元素组成】C 77.62% H 5.92% N 16.46%

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)

The reaction of alpha,alpha'-dibromomesitylene (I) with potassium cyanide by means of tetrabutylammonium bromide (TBABr) in refluxing dichloromethane water gives 2,2'-(5-methyl-1,3-phenylene)bis(acetonitrile) (II), which is methylated with methyl iodide and NaH in DMF to yield 2,2'-(5-methyl-1,3-phenylene)bis(2-methylpropionitrile) (III). The bromination of (III) with N-bromosuccinimide (NBS) and benzoyl peroxide in CCl4 affords the bromomethyl compound (IV), which is finally condensed with sodium 1,2,4-triazole (V) in DMF.

参考文献中间体

合成目标

【1】 Mealy, N.; Prous, J.; Castaner, J.; ZD-1033. Drugs Fut 1995, 20, 1, 30.
【2】 Edwards, P.N.; Large, M.W. (AstraZeneca plc); (Substd. aralkyl)heterocyclic cpds. AU 8816911; EP 0296749; JP 1989019067; US 4935437 .

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)	13176	1,3-Bis(bromomethyl)-5-methylbenzene	19294-04-3	C₉H₁₀Br₂	详情	详情
(II)	13177	2-[3-Methyl-5-(2-nitriloethyl)phenyl]acetonitrile		C₁₁H₁₀N₂	详情	详情
(III)	13178	2-[3-(1,1-Dimethyl-2-nitriloethyl)-5-methylphenyl]-2-methylpropanenitrile		C₁₅H₁₈N₂	详情	详情
(IV)	13179	2-[3-(Bromomethyl)-5-(1,1-dimethyl-2-nitriloethyl)phenyl]-2-methylpropanenitrile		C₁₅H₁₇BrN₂	详情	详情
(V)	13104	1,2,4-Triazole, sodium derivative	41253-21-8	C₂H₂N₃Na	详情	详情

Extended Information