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Water → HCID 9865354、化合物

HRID 497816
ノート
印刷プレビュー

反応式

HRID 497816 の反応式
Br[C:2]1[CH:3]=[C:4]([C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[C:21]#[N:22])[C:5](=[O:14])[N:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=1.[N+:23]([C:26]1[CH:31]=[CH:30][CH:29]=[CH:28][C:27]=1B(O)O)([O-:25])=[O:24].C(=O)([O-])[O-].[Cs+].[Cs+].O>CN(C)C=O>[C:21]([C:16]1[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=1[C:4]1[C:5](=[O:14])[N:6]([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH:7]=[C:2]([C:27]2[CH:28]=[CH:29][CH:30]=[CH:31][C:26]=2[N+:23]([O-:25])=[O:24])[CH:3]=1)#[N:22]
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

6

反応物 4

HCID 962WaterHCID 10796Cesium carbonateHCID 2773548(2-Nitrophenyl)boronic acidHCID 223189902-(5-Bromo-1,2-dihydro-2-oxo-1-phenyl-3-pyridinyl)benzonitrile

生成物 1

HCID 9865354HCID 9865354、化合物収率 31.2%

試薬・触媒・溶媒 1

HCID 6228
Dimethylformamide
溶媒

反応条件

温度
120 °C

実験手順

5-Bromo-3-(2-cyanophenyl)-1-phenyl-1,2-dihydropyridin-2-one (100 mg), 60 mg of 2-nitrophenylboronic acid and 130 mg of cesium carbonate were suspended in 10 ml of dimethylformamide, then 20 mg of tetrakistriphenylphosphine palladium were added and the mixture was stirred at 120° C. in a nitrogen atmosphere for 4 hours. After allowing to cool, the reaction solution was poured into water, the mixture was extracted with ethyl acetate, the extract was dried over anhydrous magnesium sulfate, the solvent was evaporated in vacuo and the residue was purified by a silica gel column chromatography (hexane-ethyl acetate system) to give 35 mg of the title compound.

後処理

  1. temperatureto cool
  2. extractionthe mixture was extracted with ethyl acetate
  3. dry with materialthe extract was dried over anhydrous magnesium sulfate
  4. customthe solvent was evaporated in vacuo
  5. customthe residue was purified by a silica gel column chromatography (hexane-ethyl acetate system)

出典と根拠

ORDレコード
ord-cf6998b2345847af95328379c836a840
出典データセット
uspto-grants-2005_09
DOI
10.6084/m9.figshare.5104873.v1
特許番号
US06949571B2

反応ノート

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このページの内容参加物反応条件実験手順後処理出典と根拠反応ノート