Methyl iodide → HCID 20368067, compound

HRID 616569Notes

Reaction equation

HRID 616569 reaction equation
[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[C:8](=[O:12])[N:7]3[N:13]=[C:14]([CH3:16])[CH:15]=[C:6]3[NH:5][C:4]=2[CH:3]=1.[C:17](=O)([O-])[O-].[K+].[K+].CI>CN(C)C=O>[Cl:1][C:2]1[N:11]=[CH:10][C:9]2[C:8](=[O:12])[N:7]3[N:13]=[C:14]([CH3:16])[CH:15]=[C:6]3[N:5]([CH3:17])[C:4]=2[CH:3]=1

Participants

5

Reactant 3

HCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 178422346HCID 178422346, compound

Product 1

HCID 20368067HCID 20368067, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

23.5 g. of 6-chloro-2-methylpyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one of Example 3 are suspended in 200 ml. of dimethylformamide. 20 g. of potassium carbonate and 16 g. of methyl iodide are added. The mixture is stirred at 80° for 24 hours. After this time, the mixture is cooled and the precipitate filtered off. The crystalline product, 6-chloro-2,4-dimethylpyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one is washed several times with water and then recrystallized from dimethylformamide, yield: 18 g. (72%); m.p. >300°.

Workup

  1. temperatureAfter this time, the mixture is cooled
  2. filtrationthe precipitate filtered off
  3. washThe crystalline product, 6-chloro-2,4-dimethylpyrazolo[1,5-a]pyrido[4,3-d]pyrimidin-9(4H)-one is washed several times with water
  4. customrecrystallized from dimethylformamide, yield: 18 g

Sources & evidence

ORD record
ord-38a0ef84a3bb411fad9e45dd528256ab
Source dataset
uspto-grants-1978_02
Patent number
US04075210

Reaction notes

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