Ethanol → (R)-5-Methyl-3-[(pyrrolidin-2-yl)carbonyl]-1H-indole

HRID 610054

반응식

HRID 610054 반응식
[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[CH:5]2.[CH3:11][CH2:12][OH:13]>CCOC(C)=O.[Pd]>[NH3:7].[CH3:1][C:2]1[CH:3]=[C:4]2[C:8](=[CH:9][CH:10]=1)[NH:7][CH:6]=[C:5]2[C:12]([C@H:11]1[CH2:4][CH2:5][CH2:6][NH:7]1)=[O:13]

참가 물질

6

반응물 2

HCID 702EthanolHCID 119785-Methylindole

생성물 2

HCID 222AmmoniaHCID 54138762(R)-5-Methyl-3-[(pyrrolidin-2-yl)carbonyl]-1H-indole수율 15%

시약·촉매·용매 2

HCID 23938Palladium촉매HCID 8857Ethyl Acetate용매

실험 절차

To a stirred solution of (R)-3-[(N-benzyloxycarbonylpyrrolidin-2-yl)carbonyl)]-5-methyl-1H-indole (Example 5b) in EtOAc (10 mL) was added EtOH (10 mL) and Pd/C (1.3 g). The reaction mixture was stirred at room temperature under a hydrogen atmosphere until the starting material was consumed. At this time, the reaction mixture was filtered through celite and the solvent was evaporated. The crude product was purified by column chromatography (4:1 CHCl3 : NH3 (2M in MeOH) to yield the title compound (121.5 mg, 15%) as a white solid (mp 194-196° C.).

후처리

  1. customwas consumed
  2. filtrationAt this time, the reaction mixture was filtered through celite
  3. customthe solvent was evaporated
  4. customThe crude product was purified by column chromatography (4:1 CHCl3

출처 및 근거

ORD 기록
ord-d62deb98251646318f3c6835cfcebfff
출처 데이터셋
uspto-grants-1999_12
특허 번호
US05998462

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