Methanol → HCID 22318959, compound

HRID 229694Notes

Reaction equation

HRID 229694 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-cb12a98aa78446bfba5a5fbeaae6a987
Source dataset
uspto-grants-2009_07
Patent number
US07563811B2

Reaction notes

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