Methanol → 380919-57-3

HRID 2356890Notes

Reaction equation

HRID 2356890 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 incorporated 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 diethyl 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 diethyl ether/methanol-

Sources & evidence

ORD record
ord-65306a80e94d40e986d6f35f8038e59d
Source dataset
uspto-grants-2010_07
Patent number
US07759367B2

Reaction notes

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