Sodium hydride → 5-n-Butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-2-[3-(propionylamino)phenyl]-3H-1,2,4-triazol-3-one

HRID 36263

반응식

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

참가 물질

반응물 3

HCID 24758Sodium hydride

HCID 69018Propionyl bromide

HCID 100089622-(3-aminophenyl)-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one

생성물 1

HCID 103947125-n-Butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-2-[3-(propionylamino)phenyl]-3H-1,2,4-triazol-3-one수율 60%

실험 절차

This material was prepared from 2-(3-aminophenyl)-5-n-butyl-4-[[2'-[N-(2-chlorobenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-2,4-dihydro-3H-1,2,4-triazol-3-one (from Step E), sodium hydride, and propionyl bromide according to the procedure of Example 61. The crude product was flash chromatographed over silica gel to afford the title compound in 60% yield as a cream-colored solid, mp 105°-107° C., homogeneous by TLC (9:1 MeOH/CH2Cl2), mass spectrum (FAB) m/e 672 (M+1)+.

후처리

customchromatographed over silica gel

출처 및 근거

ORD 기록: ord-28dca5f882794e8086b25de9950ced90
출처 데이터셋: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
특허 번호: US05411980

연결된 노트

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