HCID 59438495, compound → HCID 59438445, compound

HRID 2177494Notes

Reaction equation

HRID 2177494 reaction equation
[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][C:4]([N+:14]([O-])=O)([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[CH2:3]1>C1COCC1.[Ni]>[CH3:1][N:2]1[CH2:7][CH2:6][CH2:5][C:4]([NH2:14])([C:8]2[CH:13]=[CH:12][N:11]=[CH:10][CH:9]=2)[CH2:3]1

Participants

4

Reactant 1

HCID 59438495HCID 59438495, compound

Product 1

HCID 59438445HCID 59438445, compoundYield 100.1%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Conditions

Temperature
0 °C

Procedure

To a 0° C. cooled solution of 52 mg (0.235 mmol) rac-1-Methyl-3-nitro-1,2,3,4,5,6-hexahydro-[3,4′]bipyridinyl in 2.0 ml THF were added 150 ul of Raney Nickel (50% in water). The mixture was stirred at 0° C. under a hydrogen atmosphere for 7 hours. The catalyst was filtered and the filtrate was concentrated in vacuo to provide 45 mg (88%) of the title compound as a light yellow oil. MS (m/e): 192.4 (M+H).

Workup

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Sources & evidence

ORD record
ord-104134f2fd98461a8c44f87dbba9999f
Source dataset
uspto-grants-2015_06
Patent number
US09067911B2

Reaction notes

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