Methanol → HCID 20366088, compound

HRID 616819Notes

Reaction equation

HRID 616819 reaction equation
[N:1]1[N:5]2[C:6](=[O:14])[C:7]3[CH:13]=[CH:12][CH:11]=[N:10][C:8]=3[NH:9][C:4]2=[CH:3][CH:2]=1.[OH-].[K+].[CH3:17]O>>[CH3:17][N:9]1[C:8]2[N:10]=[CH:11][CH:12]=[CH:13][C:7]=2[C:6](=[O:14])[N:5]2[N:1]=[CH:2][CH:3]=[C:4]12

Participants

4

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 178515100HCID 178515100, compound

Product 1

HCID 20366088HCID 20366088, compound

Procedure

1.8 g. of pyrazolo[1,5 -a]pyrido[2,3-d]pyrimidin-9(4H)-one are suspended in 10 ml. of methanol. 0.6 g. of potassium hydroxide are added and the mixture is stirred for 30 minutes. After this time, the potassium salt is filtered off and, after drying, suspended in 20 ml. of diethyleneglycol dimethyl ether. 2.5 g. of methyl iodide are added with stirring. After 20 minutes, 4-methylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off, washed with water and recrystallized from methanol, yield: 1.1 g. (55%); m.p. 249.2°.

Workup

  1. filtrationAfter this time, the potassium salt is filtered off
  2. customafter drying
  3. additionof methyl iodide are added
  4. stirringwith stirring
  5. waitAfter 20 minutes
  6. filtration4-methylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off
  7. washwashed with water
  8. customrecrystallized from methanol, yield: 1.1 g

Sources & evidence

ORD record
ord-ce7e5ca306fa44dcba7014847a505b42
Source dataset
uspto-grants-1978_02
Patent number
US04076712

Reaction notes

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