Methanol → HCID 22318959, compound

HRID 547725Notes

Reaction equation

HRID 547725 reaction equation
C([O:8][C:9]1[CH:10]=[C:11]([N:15]2[CH:20]=[C:19]([C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=3)[CH:18]=[C:17]([C:27]3[CH:32]=[CH:31][CH:30]=[CH:29][C:28]=3[C:33]#[N:34])[C:16]2=[O:35])[CH:12]=[CH:13][CH:14]=1)C1C=CC=CC=1.CO>[H][H].[C].[Pd]>[C:33]([C:28]1[CH:29]=[CH:30][CH:31]=[CH:32][C:27]=1[C:17]1[C:16](=[O:35])[N:15]([C:11]2[CH:12]=[CH:13][CH:14]=[C:9]([OH:8])[CH:10]=2)[CH:20]=[C:19]([C:21]2[CH:26]=[CH:25][CH:24]=[CH:23][N:22]=2)[CH:18]=1)#[N:34]

Participants

5

Reactant 2

HCID 887MethanolHCID 22318940HCID 22318940, compound

Product 1

HCID 22318959HCID 22318959, compoundYield 62.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 178418361HCID 178418361, compoundSolvent

Procedure

52 mg of 1-[3-(benzyloxy)phenyl]-3-(2-cyanophenyl)-5-(2-pyridyl)-1,2-dihydropyridin-2-one and 20 mg of 5% palladium-carbon were added to 3 ml of methanol, followed by stirring at room temperature in hydrogen atmosphere overnight. After the resulting insoluble matters were filtered off, the filtrate was evaporated. The residue was purified by silica gel chromatography (ethyl acetate/hexane system), to give 26 mg the title compound.

Workup

  1. filtrationAfter the resulting insoluble matters were filtered off
  2. customthe filtrate was evaporated
  3. customThe residue was purified by silica gel chromatography (ethyl acetate/hexane system)

Sources & evidence

ORD record
ord-9057952e03e140eea765e919ee5d7e07
Source dataset
uspto-grants-2011_05
Patent number
US07939549B2

Reaction notes

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