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

反応式

HRID 36263 の反応式
[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]

参加物

4

反応物 3

HCID 24758Sodium hydrideHCID 69018Propionyl bromideHCID 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

生成物 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-one収率 60%

実験手順

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)+.

後処理

  1. customchromatographed over silica gel

出典と根拠

ORDレコード
ord-28dca5f882794e8086b25de9950ced90
出典データセット
uspto-grants-1995_05
特許番号
US05411980

関連ノート

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