Methanol → HCID 20366086, compound

HRID 616817Notes

Reaction equation

HRID 616817 reaction equation
[CH3:1][C:2]1[CH:15]=[C:5]2[NH:6][C:7]3[N:14]=[CH:13][CH:12]=[CH:11][C:8]=3[C:9](=[O:10])[N:4]2[N:3]=1.[OH-].[K+].[CH3:18]O>>[CH3:1][C:2]1[CH:15]=[C:5]2[N:6]([CH3:18])[C:7]3[N:14]=[CH:13][CH:12]=[CH:11][C:8]=3[C:9](=[O:10])[N:4]2[N:3]=1

Participants

4

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 178422348HCID 178422348, compound

Product 1

HCID 20366086HCID 20366086, compound

Procedure

3.8 g. of 2-methylpyrazolo[ 1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one are added to a solution of 1 g. of potassium hydroxide in 50 ml. of methanol and the mixture is stirred at room temperature for 2 hours. The potassium salt of 2-methylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off and suspended in 25 ml. of diethyleneglycol dimethyl ether. 5 g. of methyl iodide are added and the mixture is stirred for 1 hour and then filtered off, and the precipitated 2,4-dimethylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is recrystallized with methanol containing 10% water, yield: 2.1 g. (50%); m.p. 241.9°.

Workup

  1. filtrationThe potassium salt of 2-methylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is filtered off
  2. additionof methyl iodide are added
  3. filtrationfiltered off
  4. customthe precipitated 2,4-dimethylpyrazolo[1,5-a]pyrido[2,3-d]pyrimidin-9(4H)-one is recrystallized with methanol containing 10% water, yield: 2.1 g

Sources & evidence

ORD record
ord-420cdd6dea324adf98bddb51fa30a94f
Source dataset
uspto-grants-1978_02
Patent number
US04076712

Reaction notes

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