HCID 23103626, compound → HCID 23103620, compound

HRID 2116506Notes

Reaction equation

HRID 2116506 reaction equation
C([O:8][C:9]1[C:14]([CH2:15][C:16]2[CH:21]=[CH:20][C:19]([CH2:22][CH3:23])=[CH:18][CH:17]=2)=[N:13][CH:12]=[CH:11][N:10]=1)C1C=CC=CC=1>[C].[Pd].C(O)C>[CH2:22]([C:19]1[CH:20]=[CH:21][C:16]([CH2:15][C:14]2[C:9](=[O:8])[NH:10][CH:11]=[CH:12][N:13]=2)=[CH:17][CH:18]=1)[CH3:23]

Participants

4

Reactant 1

HCID 23103626HCID 23103626, compound

Product 1

HCID 23103620HCID 23103620, compoundYield 40.6%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

Next, a mixture of 2-benzyloxy-3-(4-ethylbenzyl)pyrazine (420 mg, 1.38 mmol), 10% palladium carbon (40 mg) and ethanol (5 mL) was stirred under a hydrogen atmosphere for 18 hours. After filtration to remove the insoluble materials, the filtrate was purified by silica gel column chromatography (hexane:ethyl acetate=1:2) to give 3-(4-ethylbenzyl)-1H-pyrazin-2-one (120 mg, 40%) as a yellow crystal.

Workup

  1. filtrationAfter filtration
  2. customto remove the insoluble materials
  3. customthe filtrate was purified by silica gel column chromatography (hexane:ethyl acetate=1:2)

Sources & evidence

ORD record
ord-b3273fc78834401faba750055e026e14
Source dataset
uspto-grants-2008_10
Patent number
US07439232B2

Reaction notes

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