Potassium Carbonate → HCID 86743157, compound

HRID 1904940Notes

Reaction equation

HRID 1904940 reaction equation
[CH2:1]([O:3][C:4]([C:6]1[C:11](=[O:12])[N:10]2[CH:13]=[CH:14][CH:15]=[C:16]([SH:17])[C:9]2=[N:8][CH:7]=1)=[O:5])[CH3:2].C(=O)([O-])[O-].[K+].[K+].[CH3:24][O:25][C:26]([C:28]1[CH:36]=[CH:35][C:31]([C:32](Cl)=[O:33])=[CH:30][CH:29]=1)=[O:27]>CC(C)=O>[CH2:1]([O:3][C:4]([C:6]1[C:11](=[O:12])[N:10]2[CH:13]=[CH:14][CH:15]=[C:16]([S:17][C:32](=[O:33])[C:31]3[CH:30]=[CH:29][C:28]([C:26]([O:25][CH3:24])=[O:27])=[CH:36][CH:35]=3)[C:9]2=[N:8][CH:7]=1)=[O:5])[CH3:2]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 81850Methyl 4-(chlorocarbonyl)benzoateHCID 143064713-ethoxycarbonyl-9-mercapto-4H-pyrido[1,2-a]pyrimidin-4-one

Product 1

HCID 86743157HCID 86743157, compoundYield 87%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

To a mixture of 30 g of 3-ethoxycarbonyl-9-mercapto-4H-pyrido[1,2-a]pyrimidin-4-one II-1, 2.49 g of powdery potassium carbonate and 500 ml of acetone is added 23.8 g of 4-methoxycarbonylbenzoyl chloride with stirring, and the resultant mixture is stirred at room temperature for 1 hour. The reaction mixture is concentrated to dryness in vacuo and the residue is distributed in water-chlofororm. The chloroform layer is washed with saturated brine, dried over sodium sulfate and concentrated in vacuo. The residue is recrystallized from ethyl acetate to give 43 g of the titled compound Ie-66.

Workup

  1. concentrationThe reaction mixture is concentrated to dryness in vacuo
  2. washThe chloroform layer is washed with saturated brine
  3. dry with materialdried over sodium sulfate
  4. concentrationconcentrated in vacuo
  5. customThe residue is recrystallized from ethyl acetate

Sources & evidence

ORD record
ord-73f156b97fe047d4b672de5ab94d0413
Source dataset
uspto-grants-1989_06
Patent number
US04840953

Reaction notes

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