HCID 57426209, compound → HCID 57426210, compound

HRID 641417Notes

Reaction equation

HRID 641417 reaction equation
[C:1]([O:5][C:6](=[O:27])[CH2:7][N:8]1[C:16]2[C:11](=[C:12]([N+:17]([O-])=O)[CH:13]=[CH:14][CH:15]=2)[C:10]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:9]1)([CH3:4])([CH3:3])[CH3:2]>CCO.[Pd]>[NH2:17][C:12]1[CH:13]=[CH:14][CH:15]=[C:16]2[C:11]=1[C:10]([CH2:20][CH2:21][C:22]([O:24][CH2:25][CH3:26])=[O:23])=[CH:9][N:8]2[CH2:7][C:6]([O:5][C:1]([CH3:4])([CH3:3])[CH3:2])=[O:27]

Participants

4

Reactant 1

HCID 57426209HCID 57426209, compound

Product 1

HCID 57426210HCID 57426210, compound

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of ethyl 3-[1-(2-tert-butoxy-2-oxoethyl)-4-nitro-1H-indol-3-yl]propanoate from Step B (1.20 g, 3.19 mmol) and 10% Pd/C (150 mg) in EtOH (100 mL) was stirred under an atmosphere of hydrogen (ca. 1 atm). After 1 h, the reaction mixture was filtered through a Celite pad and concentrated in vacuo to give the title compound. MS: m/z=347 (M+1).

Workup

  1. filtrationthe reaction mixture was filtered through a Celite pad
  2. concentrationconcentrated in vacuo

Sources & evidence

ORD record
ord-133b7f63d85a43a3abef904768e9e01f
Source dataset
uspto-grants-2010_04
Patent number
US07696192B2

Reaction notes

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