2-Amino-6-methyl-3-nitropyridine → 6-Methylpyridine-2,3-diamine

HRID 1601083

Reaction equation

HRID 1601083 reaction equation
[NH2:1][C:2]1[C:7]([N+:8]([O-])=O)=[CH:6][CH:5]=[C:4]([CH3:11])[N:3]=1>CO.[Pd]>[NH2:1][C:2]1[C:7]([NH2:8])=[CH:6][CH:5]=[C:4]([CH3:11])[N:3]=1

Participants

4

Reactant 1

HCID 2260282-Amino-6-methyl-3-nitropyridine

Product 1

HCID 27344206-Methylpyridine-2,3-diamineYield 111.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Procedure

2-Amino-6-methyl-3-nitropyridine (754 mg, 4.92 mmol) was suspended in MeOH, and 10% Pd/C was added. The mixture was stirred briskly at RT under H2 (balloon). After 4 h, the reaction was filtered through Celite®, and the filtrate was concentrated under vacuum to afford the title compound (677 mg, quantitative): 1H NMR (250 MHz, CD3OD) δ 6.82 (d, 1H), 6.36 (d, 1H), 2.25 (s, 3H).

Workup

  1. filtrationthe reaction was filtered through Celite®
  2. concentrationthe filtrate was concentrated under vacuum

Sources & evidence

ORD record
ord-ad8f0c7299894dfb99ddfd3081cba88d
Source dataset
uspto-grants-1999_11
Patent number
US05977101

Linked notes

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