HRID36239

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID6417

2,2-Dimethylpropanoic acid

C5H10O2

结构：CCCCc1nn(-c2ccccc2C(F)(F)F)c(=O)n1Cc1ccc(-c2ccccc2S(N)(=O)=O)cc1

HCID10346902

未命名化合物

PRODUCTS

生成物

结构：CCCCc1nn(-c2ccccc2C(F)(F)F)c(=O)n1Cc1ccc(-c2ccccc2S(=O)(=O)NC(=O)C(C)(C)C)cc1

HCID10326460

未命名化合物

收率 86%

PROCEDURE

实验过程

The title compound was prepared from 5-n-butyl-2,4-dihydro-4-[(2'-sulfamoylbiphenyl-4-yl)methyl]-2-[2-(trifluoromethyl)phenyl]-3H-1,2,4-triazol-3-one (from Example 16, Step C), according to the procedure of Example 43 except that pivalic acid was used as the acid. Excess pivalic acid was removed by 10% aq. KHCO3. The crude product was purified by flash chromatography (gradient elution using 1-5% MeOH/CH2Cl2) to afford a 86% yield of the desired compound as a white solid, homogeneous by TLC in 5% MeOH/CH2C2 ; mass spectrum (FAB) m/e 615 (M+1)+ ; mp 176°-178° C.

WORKUP

后处理

customExcess pivalic acid was removed by 10% aq. KHCO3
customThe crude product was purified by flash chromatography (gradient elution using 1-5% MeOH/CH2Cl2)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-bc899f7b188a4ffaa45d651a0d27c2aa
来源数据集: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
专利: US05411980

反应 SMILES

[CH2:1]([C:5]1[N:6]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[S:34](=[O:37])(=[O:36])[NH2:35])=[CH:24][CH:23]=2)[C:7](=[O:20])[N:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]([F:19])([F:18])[F:17])[N:9]=1)[CH2:2][CH2:3][CH3:4].[C:38](O)(=[O:43])[C:39]([CH3:42])([CH3:41])[CH3:40]>>[CH2:1]([C:5]1[N:6]([CH2:21][C:22]2[CH:27]=[CH:26][C:25]([C:28]3[CH:33]=[CH:32][CH:31]=[CH:30][C:29]=3[S:34](=[O:37])(=[O:36])[NH:35][C:38](=[O:43])[C:39]([CH3:42])([CH3:41])[CH3:40])=[CH:24][CH:23]=2)[C:7](=[O:20])[N:8]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][C:11]=2[C:16]([F:19])([F:18])[F:17])[N:9]=1)[CH2:2][CH2:3][CH3:4]