(2-Methoxy-4-nitrophenyl)(pyridin-2-yl)methanol → (4-Amino-2-methoxyphenyl)(pyridin-2-yl)methanol

HRID 856592Notes

Reaction equation

HRID 856592 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[C:7]([N+:9]([O-])=O)[CH:6]=[CH:5][C:4]=1[CH:12]([C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=1)[OH:13]>C(OCC)(=O)C.[C].[Pd]>[NH2:9][C:7]1[CH:6]=[CH:5][C:4]([CH:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][N:15]=2)[OH:13])=[C:3]([O:2][CH3:1])[CH:8]=1

Participants

4

Reactant 1

HCID 11196239(2-Methoxy-4-nitrophenyl)(pyridin-2-yl)methanol

Product 1

HCID 11264714(4-Amino-2-methoxyphenyl)(pyridin-2-yl)methanolYield 90.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

(2-methoxy-4-nitrophenyl)(pyridin-2-yl)methanol (0.5 g) was dissolved in ethyl acetate (25 ml), and the solution was reduced by catalytic hydrogenation overnight with 10% palladium-carbon of 50% hydration (50 mg). The catalyst was removed, and the solvent of the filtrate was distilled off to give (4-amino-2-methoxyphenyl)(pyridin-2-yl)methanol (0.4 g) as colorless crystals.

Workup

  1. customThe catalyst was removed
  2. distillationthe solvent of the filtrate was distilled off

Sources & evidence

ORD record
ord-169fdd20d3af497d87e514628c618490
Source dataset
uspto-grants-2007_08
Patent number
US07262185B2

Reaction notes

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