N-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-acrylamide → N-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-propionamide

HRID 1716678ノート

反応式

HRID 1716678 の反応式
[CH3:1][NH:2][C:3](=[O:22])[CH:4]=[C:5]([C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[C:15]2[CH3:21])[C:6]1[CH:11]=[CH:10][CH:9]=[CH:8][CH:7]=1>CCO.CCOC(C)=O.C(Cl)Cl.[Pd]>[CH3:1][NH:2][C:3](=[O:22])[CH2:4][CH:5]([C:12]1[CH:13]=[C:14]2[C:18](=[CH:19][CH:20]=1)[NH:17][CH:16]=[C:15]2[CH3:21])[C:6]1[CH:7]=[CH:8][CH:9]=[CH:10][CH:11]=1

参加物

4

反応物 1

HCID 67355796N-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-acrylamide

生成物 1

HCID 59831672N-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-propionamide

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 22027680Ethanol ethyl acetate methylene chloride溶媒

実験手順

To a solution of N-methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-acrylamide LXXII (386 mg, 1.33 mmol) in EtOH/EtOAc/DCM (2/1.5/1, 55 ml) was added Degoussa-type catalyst (Pd/C 10%, 40 mg), and the mixture was hydrogenated in a Parr apparatus at 50 psi of H2 for 20 hours. The reaction mixture was filtered through celite, and the filter cake was washed with MeOH, EtOAc and DCM. The filtrate was concentrated to afford N-Methyl-3-(3-methyl-1H-indol-5-yl)-3-phenyl-propionamide LXXIII as a white foamy solid (341 mg, 89% yield).

後処理

  1. filtrationThe reaction mixture was filtered through celite
  2. washthe filter cake was washed with MeOH, EtOAc and DCM
  3. concentrationThe filtrate was concentrated

出典と根拠

ORDレコード
ord-e1b42ccc089b4d7d9fecfa706a7742f8
出典データセット
uspto-grants-2010_09
特許番号
US07803830B2

反応ノート

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