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

HRID 610054

反応式

HRID 610054 の反応式
[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]

参加物

6

反応物 2

HCID 702EthanolHCID 119785-Methylindole

生成物 2

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

試薬・触媒・溶媒 2

HCID 23938Palladium触媒HCID 8857Ethyl Acetate溶媒

実験手順

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.).

後処理

  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

出典と根拠

ORDレコード
ord-d62deb98251646318f3c6835cfcebfff
出典データセット
uspto-grants-1999_12
特許番号
US05998462

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