Water → ethyl [4-({2-[5-(diphenylmethyl)-2-oxo-1(2H)-pyridinyl]ethyl}amino)-1H-indol-1-yl]acetate

HRID 2389382ノート

反応式

HRID 2389382 の反応式
[NH2:1][C:2]1[CH:10]=[CH:9][CH:8]=[C:7]2[C:3]=1[CH:4]=[CH:5][N:6]2[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13].Cl[CH2:18][CH2:19][N:20]1[CH:25]=[C:24]([CH:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:27]2[CH:32]=[CH:31][CH:30]=[CH:29][CH:28]=2)[CH:23]=[CH:22][C:21]1=[O:39].O>CCO>[C:27]1([CH:26]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[C:24]2[CH:23]=[CH:22][C:21](=[O:39])[N:20]([CH2:19][CH2:18][NH:1][C:2]3[CH:10]=[CH:9][CH:8]=[C:7]4[C:3]=3[CH:4]=[CH:5][N:6]4[CH2:11][C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:25]=2)[CH:28]=[CH:29][CH:30]=[CH:31][CH:32]=1

参加物

5

反応物 3

HCID 962WaterHCID 16731708Ethyl 2-(4-amino-1h-indol-1-yl)acetateHCID 685380171-(2-chloroethyl)-5-(diphenylmethyl)-2(1H)-pyridinone

生成物 1

HCID 59145309ethyl [4-({2-[5-(diphenylmethyl)-2-oxo-1(2H)-pyridinyl]ethyl}amino)-1H-indol-1-yl]acetate収率 41.2%

試薬・触媒・溶媒 1

HCID 702Ethanol溶媒

反応条件

温度
50 °C

実験手順

To a stirring solution of ethyl (4-amino-1H-indol-1-yl)acetate (94 mg) in EtOH (7 mL) was added 1-(2-chloroethyl)-5-(diphenylmethyl)-2(1H)-pyridinone (70 mg) at ambient temperature. The reaction mixture was warmed to 50° C. After 24 hours, to the mixture was added water and the resulting mixture was extracted with EtOAc. The organic layer was washed with brine, dried over anhydrous sodium sulfate and evaporated in vacuo. The residue was purified by preparative thin-layer chromatography (chloroform:EtOAc=5:1) to give ethyl [4-({2-[5-(diphenylmethyl)-2-oxo-1(2H)-pyridinyl]ethyl}amino)-1H-indol-1-yl]acetate (45 mg).

後処理

  1. extractionthe resulting mixture was extracted with EtOAc
  2. washThe organic layer was washed with brine
  3. dry with materialdried over anhydrous sodium sulfate
  4. customevaporated in vacuo
  5. customThe residue was purified by preparative thin-layer chromatography (chloroform:EtOAc=5:1)

出典と根拠

ORDレコード
ord-fea7ee1b709444c2844b8dad67d9095a
出典データセット
uspto-grants-2012_09
特許番号
US08273745B2

反応ノート

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