Propionyl bromide → 5-n-Butyl-2-[2-chloro-5-(propionylamino)phenyl]-2,4-dihydro-4-[[2'-[N-(2-phenoxybenzoyl)sulfamoyl]biphenyl-4-yl]methyl]-3H-1,2,4-triazol-3-one

HRID 36273

反応式

[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]

参加物

実験手順

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)+.

後処理

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

出典と根拠

ORDレコード: ord-cbf438c3663646cc9cb4da676df9d912
出典データセット: uspto-grants-1995_05
DOI: 10.6084/m9.figshare.5104873.v1
特許番号: US05411980

反応式

参加物

反応物 2

生成物 1

試薬・触媒・溶媒 2

実験手順

後処理

出典と根拠

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