Diglyme → 2-Methyl-4-phenyl-4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5(8H)-one

HRID 65703Notes

Reaction equation

HRID 65703 reaction equation
C([N:7]1[N:11]2[C:12]3[C:26]4[CH:27]=[N:28][NH:29][C:25]=4[N:24]=[CH:23][C:13]=3[C:14](=[O:22])[N:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:10]2=[CH:9][CH:8]1[CH3:30])C1OC=CC=1.COCCOCCOC.[Se](=O)=O>>[CH3:30][C:8]1[CH:9]=[C:10]2[N:15]([C:16]3[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=3)[C:14](=[O:22])[C:13]3[CH:23]=[N:24][C:25]4[NH:29][N:28]=[CH:27][C:26]=4[C:12]=3[N:11]2[N:7]=1

Participants

4

Reactant 3

HCID 8150DiglymeHCID 24007Selenium DioxideHCID 227574691-Furfuryl-2-methyl-4-phenyl-4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5(8H)-one

Product 1

HCID 227574532-Methyl-4-phenyl-4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5(8H)-one

Procedure

0.01 mol. of 1-furfuryl-2-methyl-4-phenyl-4H-pyrazolo-[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5(8H)-one is heated in 50 ml. of diethyleneglycol dimethyl ether containing 0.01 mol. of selenium dioxide at reflux temperature with stirring for two hours. The mixture is filtered hot and evaporated to dryness. Crystalline 2-methyl-4-phenyl-4H-pyrazolo[1,5-a]pyrazolo[4',3':5,6]pyrido[3,4-e]pyrimidin-5(8H)-one remains.

Workup

  1. filtrationThe mixture is filtered hot
  2. customevaporated to dryness

Sources & evidence

ORD record
ord-87e48bdf16e24ee0bb7856572c455513
Source dataset
uspto-grants-1978_12
Patent number
US04128645

Reaction notes

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