HCID 22181628, compound → HCID 22181621, compound

HRID 1796296Notes

Reaction equation

HRID 1796296 reaction equation
[N+:1]([C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]2=[O:16])=[N:8][CH:9]=1)([O-])=O>CO.C1COCC1.[Ni]>[NH2:1][C:4]1[CH:5]=[CH:6][C:7]([N:10]2[CH2:15][CH2:14][CH2:13][CH2:12][C:11]2=[O:16])=[N:8][CH:9]=1

Participants

4

Reactant 1

HCID 22181628HCID 22181628, compound

Product 1

HCID 22181621HCID 22181621, compoundYield 48.3%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 21899815MeOH tetrahydrofuranSolvent

Procedure

5′-Nitro-3,4,5,6-tetrahydro-[1,2′]bipyridinyl-2-one (0.66 g, 2.98 mmol) was dissolved in 1:1 MeOH/THF (50 mL) and hydrogenated over RaNi (1 g) at 4285 psi/mole for 0.8 h. The catalyst was filtered, and the filtrate concentrated. The crude solid was purified by recrystalization from THF and hexanes to give the product as a yellow solid (0.275 g, 48% ). MS: APCI (AP+): 192.1 (M)+.

Workup

  1. filtrationThe catalyst was filtered
  2. concentrationthe filtrate concentrated
  3. customThe crude solid was purified by recrystalization from THF and hexanes

Sources & evidence

ORD record
ord-45af2a33b9d24eeabb2489302724718d
Source dataset
uspto-grants-2006_04
Patent number
US07030141B2

Reaction notes

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