3-(Cyclohexylmethoxy)-5-methyl-2-nitropyridine → 3-(Cyclohexylmethoxy)-5-methylpyridin-2-amine

HRID 64398Notes

Reaction equation

HRID 64398 reaction equation
[CH:1]1([CH2:7][O:8][C:9]2[C:10]([N+:16]([O-])=O)=[N:11][CH:12]=[C:13]([CH3:15])[CH:14]=2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>C1COCC1.[C].[Pd]>[CH:1]1([CH2:7][O:8][C:9]2[C:10]([NH2:16])=[N:11][CH:12]=[C:13]([CH3:15])[CH:14]=2)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

Participants

4

Reactant 1

HCID 867134063-(Cyclohexylmethoxy)-5-methyl-2-nitropyridine

Product 1

HCID 867134073-(Cyclohexylmethoxy)-5-methylpyridin-2-amineYield 87.1%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1.8 g of 3-(cyclohexylmethoxy)-5-methyl-2-nitropyridine in 16 ml of THF was added 325 mg of 10% palladium-carbon (wet), followed by stirring for 3 hours under a hydrogen atmosphere. The reaction mixture was filtered over Celite and the solvent was then evaporated under reduced pressure to obtain 1.38 g of 3-(cyclohexylmethoxy)-5-methylpyridin-2-amine.

Workup

  1. filtrationThe reaction mixture was filtered over Celite
  2. customthe solvent was then evaporated under reduced pressure

Sources & evidence

ORD record
ord-2a0b295554fe4d9f8067e93a213a0322
Source dataset
uspto-grants-2016_09
Patent number
US09447090B2

Reaction notes

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