3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-acrylic acid ethyl ester → 3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-propionic acid ethyl ester

HRID 268797ノート

反応式

HRID 268797 の反応式
[CH2:1]([O:3][C:4](=[O:24])[CH:5]=[C:6]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][CH:17]=[C:16]2[C:22]#[N:23])[C:7]1[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=1)[CH3:2]>CCO.CCOC(C)=O.CO.[Pd]>[CH2:1]([O:3][C:4](=[O:24])[CH2:5][CH:6]([C:13]1[CH:14]=[C:15]2[C:19](=[CH:20][CH:21]=1)[NH:18][CH:17]=[C:16]2[C:22]#[N:23])[C:7]1[CH:8]=[CH:9][CH:10]=[CH:11][CH:12]=1)[CH3:2]

参加物

4

反応物 1

HCID 673561313-(3-Cyano-1H-Indol-5-yl)-3-phenyl-acrylic acid ethyl ester

生成物 1

HCID 673558733-(3-Cyano-1H-Indol-5-yl)-3-phenyl-propionic acid ethyl ester

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 18423184Ethyl acetate ethanol methanol溶媒

実験手順

To a solution of 3-(3-cyano-1H-Indol-5-yl)-3-phenyl-acrylic acid ethyl ester LXIII (1.81 g, 5.71 mmol) in EtOH/EtOAc/MeOH (1/1/1, 60 ml) was added a catalytic amount of Pd/C (5%). The mixture was hydrogenated in a Parr apparatus at 60 psi of H2 for 19 hours, filtered through celite, and the filter cake was washed with MeOH and EtOAc. The filtrate was concentrated to afford 3-(3-Cyano-1H-Indol-5-yl)-3-phenyl-propionic acid ethyl ester LXIV as a white foamy solid in quantitative yield (1.86 g).

後処理

  1. filtrationfiltered through celite
  2. washthe filter cake was washed with MeOH and EtOAc
  3. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-42a79489c2a74eebbbaeab473e5a5b67
出典データセット
uspto-grants-2008_11
特許番号
US07446118B2

反応ノート

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