HCID 18149883, compound → HCID 57749155, compound

HRID 1874382Notes

Reaction equation

HRID 1874382 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11]2[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=2)[C:14]([O:16][CH3:17])=[O:15])=[N:8][CH:9]=1)([O-])=O>CO.[C].[Pd]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([O:10][C:11]2[CH:12]=[C:13]([CH:18]=[CH:19][CH:20]=2)[C:14]([O:16][CH3:17])=[O:15])=[N:8][CH:9]=1

Participants

4

Reactant 1

HCID 18149883HCID 18149883, compound

Product 1

HCID 57749155HCID 57749155, compoundYield 100.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 887MethanolSolvent

Procedure

To a solution of methyl 3-[(5-nitropyridin-2-yl)oxy]benzoate (14.4 g, 52.5 mmol) in methanol (100 mL) was added palladium carbon (50% water-containing product, 1.40 g), and the mixture was stirred under a hydrogen atmosphere at room temperature for 6 hr. The reaction mixture was filtered through celite, and the filtrate was concentrated under reduced pressure, and the residue was dried to give the title compound (12.9 g, quant.) as a yellow oil.

Workup

  1. filtrationThe reaction mixture was filtered through celite
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customthe residue was dried

Sources & evidence

ORD record
ord-06dd6b79f5674dd98d5a162575311ab5
Source dataset
uspto-grants-2012_11
Patent number
US08304557B2

Reaction notes

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