HCID 22570297, compound → Methyl 3-(5-hydroxyindolyl)-2-methylpropanoate

HRID 1295116Notes

Reaction equation

HRID 1295116 reaction equation
[CH3:1][CH:2]([CH2:7][C:8]1[NH:9][C:10]2[C:15]([CH:16]=1)=[CH:14][C:13]([O:17]CC1C=CC=CC=1)=[CH:12][CH:11]=2)[C:3]([O:5][CH3:6])=[O:4]>C(O)C.[Pd]>[OH:17][C:13]1[CH:14]=[C:15]2[C:10](=[CH:11][CH:12]=1)[NH:9][C:8]([CH2:7][CH:2]([CH3:1])[C:3]([O:5][CH3:6])=[O:4])=[CH:16]2

Participants

4

Reactant 1

HCID 22570297HCID 22570297, compound

Product 1

HCID 22570322Methyl 3-(5-hydroxyindolyl)-2-methylpropanoateYield 85%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of methyl 2-methyl-3-[5-benzyloxyindolyl]propanoate (0.18 g, 0.56 mmol), as prepared in the preceding step, 10% palladium(0) on carbon (0.018 g) in ethanol (10 mL) was stirred at ambient temperature under hydrogen (balloon) overnight (16 h). The catalyst was removed by filtration through Celite. The filtrate was concentrated to give the title compound as a light brown oil (0.11 g, 85%) which was used directly in the next reaction.

Workup

  1. customThe catalyst was removed by filtration through Celite
  2. concentrationThe filtrate was concentrated

Sources & evidence

ORD record
ord-5053926935a34cf8afad0bbb8c7dee8e
Source dataset
uspto-grants-2007_07
Patent number
US07241789B2

Reaction notes

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