HCID 11992504, compound → HCID 11992608, compound

HRID 421817Notes

Reaction equation

HRID 421817 reaction equation
[N+:1]([C:4]1[CH:9]=[CH:8][N:7]=[C:6]([N:10]2[CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:17])[CH2:12][CH2:11]2)[CH:5]=1)([O-])=O.[H][H]>CO.[OH-].[Pd+2].[OH-].[C]>[NH2:1][C:4]1[CH:9]=[CH:8][N:7]=[C:6]([N:10]2[CH2:15][CH2:14][N:13]([C:16]([O:18][CH2:19][C:20]([CH3:23])([CH3:22])[CH3:21])=[O:17])[CH2:12][CH2:11]2)[CH:5]=1

Participants

5

Reactant 2

HCID 11992504HCID 11992504, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 11992608HCID 11992608, compoundYield 11%

Reagents, catalysts & solvents 2

HCID 178502593HCID 178502593, compoundCatalystHCID 887MethanolSolvent

Procedure

2,2-Dimethylpropyl 4-(4-nitropyridin-2-yl)-1-piperazinecarboxylate (482 mg) obtained in Example 8 was dissolved in methanol (10 mL), and a catalytic amount of palladium hydroxide-carbon was added thereto, stirred in a hydrogen atmosphere at room temperature for 2 hours, and the reaction liquid was filtered. The filtrate was evaporated, and the resulting residue was isolated and purified through thin-layer silica gel chromatography (chloroform/methanol=19/1) to obtain 48 mg of the entitled compound as an oil.

Workup

  1. customthe reaction liquid
  2. filtrationwas filtered
  3. customThe filtrate was evaporated
  4. customthe resulting residue was isolated
  5. custompurified through thin-layer silica gel chromatography (chloroform/methanol=19/1)

Sources & evidence

ORD record
ord-6cff0f5ff2264e85b577bafcb920e474
Source dataset
uspto-grants-2012_01
Patent number
US08101618B2

Reaction notes

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