Dimethylformamide → 2,4-Dimethylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidin-5(4H)-one

HRID 1833339Notes

Reaction equation

HRID 1833339 reaction equation
[CH3:1][C:2]1[CH:15]=[C:5]2[NH:6][C:7](=[O:14])[C:8]3[CH:13]=[N:12][CH:11]=[CH:10][C:9]=3[N:4]2[N:3]=1.CI.[CH3:18]N(C)C=O.C(=O)([O-])[O-].[K+].[K+]>O>[CH3:1][C:2]1[CH:15]=[C:5]2[N:6]([CH3:18])[C:7](=[O:14])[C:8]3[CH:13]=[N:12][CH:11]=[CH:10][C:9]=3[N:4]2[N:3]=1

Participants

6

Reactant 4

HCID 6228DimethylformamideHCID 6328Methyl iodideHCID 11430Potassium CarbonateHCID 1361423592-Methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidin-5(4H)-one

Product 1

HCID 213891742,4-Dimethylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidin-5(4H)-one

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

2 g. of 2-methylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidin5(4H)-one are treated with 2 g. of methyl iodide in 20 ml. of dimethylformamide in the presence of 2 g. of potassium carbonate at 70° with stirring for 12 hours. The mixture is cooled to room temperature, 20 ml. of water are added and the precipitated 2,4-dimethylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidin-5(4H)-one is filtered off, yield: 1.5 g. (70%); m.p. > 300° (DMF).

Workup

  1. filtrationthe precipitated 2,4-dimethylpyrazolo[1,5-a]pyrido[3,4-e]pyrimidin-5(4H)-one is filtered off

Sources & evidence

ORD record
ord-76bc17f4f02948b08528321b958d73f5
Source dataset
uspto-grants-1978_01
Patent number
US04066645

Reaction notes

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