5-(Methylsulfonyl)-2-nitropyridine → 5-Methanesulfonylpyridin-2-amine

HRID 1021653Notes

Reaction equation

HRID 1021653 reaction equation
[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([N+:11]([O-])=O)=[N:9][CH:10]=1)(=[O:4])=[O:3]>CO.[Pd]>[CH3:1][S:2]([C:5]1[CH:6]=[CH:7][C:8]([NH2:11])=[N:9][CH:10]=1)(=[O:4])=[O:3]

Participants

4

Reactant 1

HCID 203555045-(Methylsulfonyl)-2-nitropyridine

Product 1

HCID 178610085-Methanesulfonylpyridin-2-amineYield 98.7%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent2×

Conditions

Temperature
25 °C

Procedure

A mixture of 117b (2 g, 10 mmol), MeOH (10 mL), Pd/C (120 mg) in methanol (8 mL) was stirred fat 25° C. under H2 (50 Psi) overnight. The Pd/C was removed by filtration and the filtrate was concentrated under reduced pressure to give 117c (1.7 g, 98%). MS: [M+H]+ 173.

Workup

  1. customThe Pd/C was removed by filtration
  2. concentrationthe filtrate was concentrated under reduced pressure

Sources & evidence

ORD record
ord-b198043baae040299949b2ebe3710df2
Source dataset
uspto-grants-2014_05
Patent number
US08716274B2

Reaction notes

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