HCID 59438430, compound → HCID 59438519, compound

HRID 2177483Notes

Reaction equation

HRID 2177483 reaction equation
[F:1][CH:2]1[CH2:7][C:6]([N+:14]([O-])=O)([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:5][N:4]([CH3:17])[C:3]1=[O:18]>C1COCC1.[Ni]>[NH2:14][C:6]1([C:8]2[CH:13]=[CH:12][CH:11]=[CH:10][CH:9]=2)[CH2:5][N:4]([CH3:17])[C:3](=[O:18])[CH:2]([F:1])[CH2:7]1

Participants

4

Reactant 1

HCID 59438430HCID 59438430, compound

Product 1

HCID 59438519HCID 59438519, compoundYield 99.1%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a solution of 55 mg (0.218 mmol) rac-3-fluoro-1-methyl-5-nitro-5-phenyl-piperidin-2-one in 1.5 ml THF at 0° C. was added 100 ul Raney Nickel (50% in water). The mixture was stirred under a hydrogen atmosphere at 0° C. for 2 hours. The mixture was filtered and the catalyst was washed with THF. The filtrate was concentrated in vacuo to provide 48 mg (99%) of the title compound as a light yellow solid. MS (m/e): 223.3 (M+H).

Workup

  1. filtrationThe mixture was filtered
  2. washthe catalyst was washed with THF
  3. concentrationThe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-328ee57536db491eaf8ae798c322a28b
Source dataset
uspto-grants-2015_06
Patent number
US09067911B2

Reaction notes

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