HRID36213

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID11534

Bromoacetonitrile

C2H2BrN

结构：CCCCc1n[nH]c(=O)n1Cc1ccc(-c2ccccc2-c2nnnn2C(c2ccccc2)(c2ccccc2)c2ccccc2)cc1

HCID19939386

未命名化合物

PRODUCTS

生成物

结构：CCCCc1nn(CC#N)c(=O)n1Cc1ccc(-c2ccccc2-c2nnnn2C(c2ccccc2)(c2ccccc2)c2ccccc2)cc1

HCID19939438

未命名化合物

收率 58%

PROCEDURE

实验过程

The alkylation of 5-n-butyl-2,4-dihydro-4-[[2'-(N-trityltetrazol-5-yl)biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one (from Example 2, Step D) with bromoacetonitrile was carried out as described in Example 3, Step A. After work-up, the residue was flash chromatographed over silica gel (30 mL for 0.162 mmole, gradient elution using 0.5-2.0% MeOH/CH2Cl2 to give the desired compound in 58% yield, homogeneous by TLC in 2% MeOH/CH2Cl2, mass spectrum (FAB) m/e 657 (M+1)+.

WORKUP

后处理

customchromatographed over silica gel (30 mL
washfor 0.162 mmole, gradient elution

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-938ef131fcb3413c919d4ea669cb9e74
来源数据集: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05411980
来源说明: uspto-grants-1995_05

反应 SMILES

[CH2:1]([C:5]1[N:6]([CH2:11][C:12]2[CH:17]=[CH:16][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]3[N:28]([C:29]([C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)([C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][CH:31]=4)[N:27]=[N:26][N:25]=3)=[CH:14][CH:13]=2)[C:7](=[O:10])[NH:8][N:9]=1)[CH2:2][CH2:3][CH3:4].Br[CH2:49][C:50]#[N:51]>>[CH2:1]([C:5]1[N:6]([CH2:11][C:12]2[CH:13]=[CH:14][C:15]([C:18]3[CH:23]=[CH:22][CH:21]=[CH:20][C:19]=3[C:24]3[N:28]([C:29]([C:36]4[CH:37]=[CH:38][CH:39]=[CH:40][CH:41]=4)([C:30]4[CH:31]=[CH:32][CH:33]=[CH:34][CH:35]=4)[C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)[N:27]=[N:26][N:25]=3)=[CH:16][CH:17]=2)[C:7](=[O:10])[N:8]([CH2:49][C:50]#[N:51])[N:9]=1)[CH2:2][CH2:3][CH3:4]