Methanol → 380919-57-3

HRID 497838Notes

Reaction equation

HRID 497838 reaction equation
C([O:4][C:5]1[CH:6]=[CH:7][C:8]([C:11]2[CH:12]=[C:13]([C:24]3[CH:29]=[CH:28][CH:27]=[CH:26][C:25]=3[C:30]#[N:31])[C:14](=[O:23])[N:15]([C:17]3[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=3)[CH:16]=2)=[N:9][CH:10]=1)(=O)C.C(=O)([O-])[O-].[K+].[K+].CO>C(OCC)(=O)C>[C:30]([C:25]1[CH:26]=[CH:27][CH:28]=[CH:29][C:24]=1[C:13]1[C:14](=[O:23])[N:15]([C:17]2[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=2)[CH:16]=[C:11]([C:8]2[CH:7]=[CH:6][C:5]([OH:4])=[CH:10][N:9]=2)[CH:12]=1)#[N:31]

Participants

5

Reactant 3

HCID 887Methanol2×HCID 11430Potassium CarbonateHCID 22319210HCID 22319210, compound

Product 1

HCID 22319219380919-57-3Yield 92%

Reagents, catalysts & solvents 1

HCID 8857Ethyl AcetateSolvent

Procedure

953 mg of 5-(5-acetoxypyridin-2-yl)-3-(2-cyanophenyl)-1-phenyl-1,2-dihydropyridin-2-one and 192 mg of potassium carbonate were added to 50 ml of methanol, and the mixture was stirred at room temperature for 30 minutes. The mixture was further incoporated with 50 ml of methanol, and stirred at 40° C. for 15 minutes. The reaction mixture was diluted with ethyl acetate, and filtered by silica gel. The filtrate was concentrated under a vacuum and washed with a ether/methanol-based solvent, to obtain 786 mg of the subject compound.

Workup

  1. stirringstirred at 40° C. for 15 minutes
  2. filtrationfiltered by silica gel
  3. concentrationThe filtrate was concentrated under a vacuum
  4. washwashed with a ether/methanol-

Sources & evidence

ORD record
ord-1c907128d1604b19a5ae0a19535681f1
Source dataset
uspto-grants-2005_09
Patent number
US06949571B2

Reaction notes

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