5-Nitro-2,3-diphenylpyridine → 5,6-Diphenylpyridin-3-amine

HRID 41988Notes

Reaction equation

HRID 41988 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[C:7]([C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)=[N:8][CH:9]=1)([O-])=O>CO.[Pd]>[C:16]1([C:6]2[CH:5]=[C:4]([NH2:1])[CH:9]=[N:8][C:7]=2[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][CH:15]=2)[CH:17]=[CH:18][CH:19]=[CH:20][CH:21]=1

Participants

4

Reactant 1

HCID 673943515-Nitro-2,3-diphenylpyridine

Product 1

HCID 584158885,6-Diphenylpyridin-3-amine

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

A mixture of 5-nitro-2,3-diphenylpyridine (0.74 mmol, 0.21 g) and Pd/C 10% (0.02 g) in methanol (5 ml) was stirred for 16 hours under hydrogen atmosphere. The catalyst was filtered off and the solid thoughtfully washed with methanol. The solid residue was purified by chromatography over SiO2 eluting with hexane/ethyl acetate mixtures affording 0.14 g (74% of yield) of the expected product.

Workup

  1. filtrationThe catalyst was filtered off
  2. washthe solid thoughtfully washed with methanol
  3. customThe solid residue was purified by chromatography over SiO2 eluting with hexane/ethyl acetate
  4. custommixtures affording

Sources & evidence

ORD record
ord-11f155da721a4d2686ce16e3395a406e
Source dataset
uspto-grants-2013_09
Patent number
US08536165B2

Reaction notes

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