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 1716678노트

반응식

HRID 1716678 반응식
[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

참가 물질

4

반응물 1

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

생성물 1

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

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 22027680Ethanol ethyl acetate methylene chloride용매

실험 절차

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).

후처리

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

출처 및 근거

ORD 기록
ord-e1b42ccc089b4d7d9fecfa706a7742f8
출처 데이터셋
uspto-grants-2010_09
특허 번호
US07803830B2

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