HRID36273

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(-c2ccccc2S(=O)(=O)NC(=O)c2ccccc2Oc2ccccc2)cc1

HCID19939384

未命名化合物

PRODUCTS

生成物

结构：CCCCc1nn(-c2cc(NC(=O)CC)ccc2Cl)c(=O)n1Cc1ccc(-c2ccccc2S(=O)(=O)NC(=O)c2ccccc2Oc2ccccc2)cc1

HCID19939391

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

溶剂HCID1140

Toluene

C7H8

PROCEDURE

实验过程

By the procedure of Example 69, 2-[5-amino-2-chlorophenyl]-5-n-butyl-2,4-dihydro-4-[[2'-[N-(2-phenoxybenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one (from Step B) was reacted with propionyl bromide in the presence of DMAP. The crude product was reconcentrated from toluene and flash chromatographed on silica gel (gradient elution with 1-2% MeOH in CH2Cl2) to give a 65% yield of the title compound as a stiff foam, mp 113°-116° C.; homogeneous by TLC in 9:1 CH2Cl2 ; mass spectrum (FAB) m/e 764 (M+1)+.

WORKUP

后处理

customchromatographed on silica gel (gradient elution with 1-2% MeOH in CH2Cl2)

来源与证据

来源类型: Open Reaction Database
ORD 记录: ord-cbf438c3663646cc9cb4da676df9d912
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:50])=[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]=[CH:25][CH:24]=[CH:23][C:22]=4[S:27](=[O:45])(=[O:44])[NH:28][C:29](=[O:43])[C:30]4[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=4[O:36][C:37]4[CH:42]=[CH:41][CH:40]=[CH:39][CH:38]=4)=[CH:17][CH:16]=3)[C:10]([CH2:46][CH2:47][CH2:48][CH3:49])=[N:9]2)[CH:7]=1.[C:51](Br)(=[O:54])[CH2:52][CH3:53]>CN(C1C=CN=CC=1)C.C1(C)C=CC=CC=1>[CH2:46]([C:10]1[N:11]([CH2:14][C:15]2[CH:16]=[CH:17][C:18]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][C:22]=3[S:27](=[O:45])(=[O:44])[NH:28][C:29](=[O:43])[C:30]3[CH:35]=[CH:34][CH:33]=[CH:32][C:31]=3[O:36][C:37]3[CH:38]=[CH:39][CH:40]=[CH:41][CH:42]=3)=[CH:19][CH:20]=2)[C:12](=[O:13])[N:8]([C:6]2[CH:7]=[C:2]([NH:1][C:51](=[O:54])[CH2:52][CH3:53])[CH:3]=[CH:4][C:5]=2[Cl:50])[N:9]=1)[CH2:47][CH2:48][CH3:49]