HRID36276

反应详情

EQUATION

反应方程式

REACTANTS

反应物

HCID69018

Propionyl bromide

C3H5BrO

结构：CCCCc1nn(-c2cc(N)ccc2Cl)c(=O)n1Cc1ccc(-c2cc(CC)ccc2S(=O)(=O)NC(=O)c2ccccc2Cl)cc1

HCID19939462

未命名化合物

PRODUCTS

生成物

结构：CCCCc1nn(-c2cc(NC(=O)CC)ccc2Cl)c(=O)n1Cc1ccc(-c2cc(CC)ccc2S(=O)(=O)NC(=O)c2ccccc2Cl)cc1

HCID19939418

未命名化合物

收率 65%

AUXILIARIES

试剂、催化剂与溶剂

催化剂HCID14284

N,N-Dimethylpyridin-4-amine

C7H10N2

PROCEDURE

实验过程

By the procedure of Example 69, 2-(5-amino-2-chlorophenyl)-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]-5'-ethylbiphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (from Step D) was reacted with propionyl bromide in the presence of DMAP. Purification of the crude product by flash chromatography on silica gel (gradient elution with 1-4% MeOH in CH2Cl2) afforded a 65% yield of the title compound as a cream-colored solid, mp 144°-146° C.; homogeneous by TLC in 9:1 CH2Cl2 --MeOH; m/e 734 (M+1)+.

WORKUP

后处理

customPurification of the crude product by flash chromatography on silica gel (gradient elution with 1-4% MeOH in CH2Cl2)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-8e3ad536e2b044d0b3e1ff63c3a2902a
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

[NH2:1][C:2]1[CH:3]=[CH:4][C:5]([Cl:46])=[C:6]([N:8]2[C:12](=[O:13])[N:11]([CH2:14][C:15]3[CH:20]=[CH:19][C:18]([C:21]4[CH:26]=[C:25]([CH2:27][CH3:28])[CH:24]=[CH:23][C:22]=4[S:29](=[O:41])(=[O:40])[NH:30][C:31](=[O:39])[C:32]4[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=4[Cl:38])=[CH:17][CH:16]=3)[C:10]([CH2:42][CH2:43][CH2:44][CH3:45])=[N:9]2)[CH:7]=1.[C:47](Br)(=[O:50])[CH2:48][CH3:49]>CN(C1C=CN=CC=1)C>[CH2:42]([C:10]1[N:11]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[C:25]([CH2:27][CH3:28])[CH:24]=[CH:23][C:22]=3[S:29](=[O:40])(=[O:41])[NH:30][C:31](=[O:39])[C:32]3[CH:37]=[CH:36][CH:35]=[CH:34][C:33]=3[Cl:38])=[CH:19][CH:20]=2)[C:12](=[O:13])[N:8]([C:6]2[CH:7]=[C:2]([NH:1][C:47](=[O:50])[CH2:48][CH3:49])[CH:3]=[CH:4][C:5]=2[Cl:46])[N:9]=1)[CH2:43][CH2:44][CH3:45]