Rac-5-cyclohexyl-1-methyl-5-nitro-piperidin-2-one → HCID 59438513, compound

HRID 2177488Notes

Reaction equation

HRID 2177488 reaction equation
[CH:1]1([C:7]2([N+:15]([O-])=O)[CH2:12][N:11]([CH3:13])[C:10](=[O:14])[CH2:9][CH2:8]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1>CO.[Ni]>[NH2:15][C:7]1([CH:1]2[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]2)[CH2:12][N:11]([CH3:13])[C:10](=[O:14])[CH2:9][CH2:8]1

Participants

4

Reactant 1

HCID 59438407Rac-5-cyclohexyl-1-methyl-5-nitro-piperidin-2-one

Product 1

HCID 59438513HCID 59438513, compoundYield 103.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

To a solution of 500 mg (2.08 mmol) rac-5-cyclohexyl-1-methyl-5-nitro-piperidin-2-one in 5 ml methanol were added 500 mg wet Raney Nickel and the mixture stirred under a hydrogen atmosphere at normal pressure and ambient temperature for 22 hours. Then the reaction mixture was filtered through a Dicalite pad, the precipitate washed with methanol and the filtrate evaporated: 452 mg title compound were obtained as colourless oil which was used without purification for the next step.

Workup

  1. filtrationThen the reaction mixture was filtered through a Dicalite pad
  2. washthe precipitate washed with methanol
  3. customthe filtrate evaporated

Sources & evidence

ORD record
ord-c1caed5b20e249cd8476ec120f810364
Source dataset
uspto-grants-2015_06
Patent number
US09067911B2

Reaction notes

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