Water → HCID 12219974, compound

HRID 2397852Notes

Reaction equation

HRID 2397852 reaction equation
[OH:1][C:2]1[C:7]2=[N:8][C:9]([CH3:13])=[CH:10][C:11](=[O:12])[N:6]2[CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[K+].[K+].[CH2:20](Br)[CH:21]=[CH2:22].O>CC(CC)=O>[CH2:22]([O:1][C:2]1[C:7]2=[N:8][C:9]([CH3:13])=[CH:10][C:11](=[O:12])[N:6]2[CH:5]=[CH:4][CH:3]=1)[CH:21]=[CH2:20]

Participants

6

Reactant 4

HCID 962WaterHCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 796646HCID 796646, compound

Product 1

HCID 12219974HCID 12219974, compound

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

To 3.52 g of 9-hydroxy-2-methyl-4H-pyrido[1,2-a]-pyrimidin-4-one in 100 ml of pure ethyl methyl ketone is added 3.31 g of micronized anhydrous potassium carbonate and 2.90 g of allyl bromide. The mixture is stirred and heated under reflux for about 6 hours and then cooled. To the mixture is added 20 ml of water and the whole stirred vigorously, filtered with suction, the water layer separated, the organic layer washed with saturated aqueous sodium chloride, dried, and concentrated. The residue is recrystallized from heptane to give 9-[ (allyl)oxy]-2-methyl-4H-pyrido[1,2-a]-pyrimidin-4-one, m.p. 113°-115°.

Workup

  1. temperatureheated
  2. temperatureunder reflux for about 6 hours
  3. temperaturecooled
  4. stirringthe whole stirred vigorously
  5. filtrationfiltered with suction
  6. customthe water layer separated
  7. washthe organic layer washed with saturated aqueous sodium chloride
  8. customdried
  9. concentrationconcentrated
  10. customThe residue is recrystallized from heptane

Sources & evidence

ORD record
ord-0a37ce2c396d455e9a201a279351f5b9
Source dataset
uspto-grants-1977_05
Patent number
US04022897

Reaction notes

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