Ethanol → HCID 18976181, compound

HRID 2393602Notes

Reaction equation

HRID 2393602 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1/[CH:9]=[CH:10]/[C:11]([NH:13][C:14]1([CH2:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]([C:23]2[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=2)[C:15]1=[O:29])=[O:12].C(O)C>[C].[Pd].O1CCCC1>[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[CH2:9][CH2:10][C:11]([NH:13][C:14]1([CH2:30][CH2:31][C:32]([O:34][CH2:35][CH3:36])=[O:33])[C:22]2[C:17](=[CH:18][CH:19]=[CH:20][CH:21]=2)[N:16]([C:23]2[CH:24]=[CH:25][CH:26]=[CH:27][CH:28]=2)[C:15]1=[O:29])=[O:12]

Participants

5

Reactant 2

HCID 702EthanolHCID 18976171HCID 18976171, compound

Product 1

HCID 18976181HCID 18976181, compoundYield 97%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A mixture of 719 mg of ethyl 3-[2,3-dihydro-3-[(E)-3-(2-methoxyphenyl)-2-propenoylamino]-2-oxo-1-phenyl-1H-indol-3-yl]propionate, 20 ml of ethanol and 6 ml of tetrahydrofuran was hydrogenated on 100 mg of 10% palladium-carbon under hydrogen gas atmospheric pressure while stirring overnight. The catalyst was filtered off, and the solvent was removed from the filtrate by evaporation to afford 700 mg of ethyl 3-[2,3-dihydro-3-[3-(2-methoxyphenyl)propanoylamino]-2-oxo-1-phenyl-1H-indol-3-yl]propionate as an amorphous solid.

Workup

  1. filtrationThe catalyst was filtered off
  2. customthe solvent was removed from the filtrate by evaporation

Sources & evidence

ORD record
ord-083e8097a3a241d680b626b03c6372b8
Source dataset
uspto-grants-1998_09
Patent number
US05807883

Reaction notes

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