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Pyridine → N-[2,3-dihydro-5-(2,6-dimethoxy-4-methylphenyl)-1-methyl-2-oxo-1H-1,4-benzodiazepin-3-yl]-1H-2-indolecarboxamide

HRID 862406
ノート
印刷プレビュー

反応式

HRID 862406 の反応式
N1C=CC=CC=1.S(Cl)(Cl)=O.[NH:11]1[C:19]2[C:14](=[CH:15][CH:16]=[CH:17][CH:18]=2)[CH:13]=[C:12]1[C:20]([OH:22])=O.[NH2:23][CH:24]1[N:30]=[C:29]([C:31]2[C:36]([O:37][CH3:38])=[CH:35][C:34]([CH3:39])=[CH:33][C:32]=2[O:40][CH3:41])[C:28]2[CH:42]=[CH:43][CH:44]=[CH:45][C:27]=2[N:26]([CH3:46])[C:25]1=[O:47]>ClCCl.O>[CH3:38][O:37][C:36]1[CH:35]=[C:34]([CH3:39])[CH:33]=[C:32]([O:40][CH3:41])[C:31]=1[C:29]1[C:28]2[CH:42]=[CH:43][CH:44]=[CH:45][C:27]=2[N:26]([CH3:46])[C:25](=[O:47])[CH:24]([NH:23][C:20]([C:12]2[NH:11][C:19]3[C:14]([CH:13]=2)=[CH:15][CH:16]=[CH:17][CH:18]=3)=[O:22])[N:30]=1
参加物反応条件実験手順後処理出典と根拠反応ノート

参加物

7

反応物 4

HCID 1049PyridineHCID 24386Thionyl ChlorideHCID 72899Indole-2-carboxylic acidHCID 153796223-Amino-1,3-dihydro-5-(2,6-dimethoxy-4-methylphenyl)-1-methyl-1,4-benzodiazepin-2-one

生成物 1

HCID 9805268N-[2,3-dihydro-5-(2,6-dimethoxy-4-methylphenyl)-1-methyl-2-oxo-1H-1,4-benzodiazepin-3-yl]-1H-2-indolecarboxamide収率 79%

試薬・触媒・溶媒

2
HCID 962Water溶媒HCID 6344Dichloromethane溶媒

反応条件

温度
-5 °C

実験手順

0.47 ml of pyridine is dissolved in 10 ml of dichloromethane, cooled to -5° C., and 0.68 ml of thionyl chloride is added dropwise, the mixture is stirred for 20 minutes at the same temperature and then 208 mg of indole-2-carboxylic acid are added portionwise with stirring for 30 minutes. 400 mg of 3-amino-1,3-dihydro-5-(2,6-dimethoxy-4-methylphenyl)-1-methyl-1,4-benzodiazepin-2-one are added portionwise and the reaction mixture is then allowed to return to room temperature and is stirred for 16 hours. Water is added to the reaction mixture and the precipitate formed is filtered off and dried to give white crystals of N-[2,3-dihydro-5-(2,6-dimethoxy-4-methylphenyl)-1-methyl-2-oxo-1H-1,4-benzodiazepin-3-yl]-1H-2-indolecarboxamide melting with decomposition at 310° C.; Yield=79%.

後処理

  1. stirringwith stirring for 30 minutes
  2. customto return to room temperature
  3. stirringis stirred for 16 hours
  4. customthe precipitate formed
  5. filtrationis filtered off
  6. customdried

出典と根拠

ORDレコード
ord-9b477179f10445aca5f7214aa5807c43
出典データセット
uspto-grants-1998_02
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US05719143

反応ノート

読み込み中…

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