HCID 86646549, compound → HCID 68496504, compound

HRID 1038756Notes

Reaction equation

HRID 1038756 reaction equation
[CH2:1]([O:3][C:4](=[O:25])[CH2:5][N:6]1[C:14]2[C:9](=[C:10]([O:15][C:16]3[CH:21]=[CH:20][C:19]([N+:22]([O-])=O)=[CH:18][N:17]=3)[CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7]1)[CH3:2]>C1COCC1.[Pd]>[CH2:1]([O:3][C:4](=[O:25])[CH2:5][N:6]1[C:14]2[C:9](=[C:10]([O:15][C:16]3[CH:21]=[CH:20][C:19]([NH2:22])=[CH:18][N:17]=3)[CH:11]=[CH:12][CH:13]=2)[CH:8]=[CH:7]1)[CH3:2]

Participants

4

Reactant 1

HCID 86646549HCID 86646549, compound

Product 1

HCID 68496504HCID 68496504, compoundYield 105.6%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8028TetrahydrofuranSolvent

Procedure

[4-(5-Nitropyridin-2-yloxy)indol-1-yl]acetic acid ethyl ester (1.49 g, 4.35 mmol) was dissolved in THF (15 mL). To the solution was added 5% Pd/C (0.15 g) and the resulting solution was subjected to catalytic reduction for 18 hours at room temperature under atmospheric pressure. The catalyst was removed by filtration, and the filtrate was concentrated to yield 1.43 g of the title compound as a pale yellow oil.

Workup

  1. customThe catalyst was removed by filtration
  2. concentrationthe filtrate was concentrated

Sources & evidence

ORD record
ord-6dfeb35643ed4b4e9fa264708dd7591a
Source dataset
uspto-grants-2013_10
Patent number
US08551999B2

Reaction notes

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