2-Methoxy-5-nitro-3-phenylpyridine → 6-Methoxy-5-phenylpyridin-3-amine

HRID 41983Notes

Reaction equation

HRID 41983 reaction equation
[CH3:1][O:2][C:3]1[C:8]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)=[CH:7][C:6]([N+:15]([O-])=O)=[CH:5][N:4]=1>C(O)C.[Pd]>[CH3:1][O:2][C:3]1[N:4]=[CH:5][C:6]([NH2:15])=[CH:7][C:8]=1[C:9]1[CH:10]=[CH:11][CH:12]=[CH:13][CH:14]=1

Participants

4

Reactant 1

HCID 463150212-Methoxy-5-nitro-3-phenylpyridine

Product 1

HCID 463146376-Methoxy-5-phenylpyridin-3-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A mixture of 2-methoxy-5-nitro-3-phenylpyridine (0.43 mmol, 0.1 g) and Pd/C 10% (0.14 mmol, 0.015 g) in ethanol (2 ml) was stirred for 16 hours under hydrogen atmosphere. The catalyst was filtered off and the solid thoughtfully washed with warm ethanol. The filtrate was evaporated affording 0.085 g (98% of yield) of the expected product.

Workup

  1. filtrationThe catalyst was filtered off
  2. washthe solid thoughtfully washed with warm ethanol
  3. customThe filtrate was evaporated
  4. customaffording

Sources & evidence

ORD record
ord-468195bcbf8a4469b45bd7e69b97c2f4
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

Loading…