Ethyl orthoformate → HCID 178462997, compound

HRID 616010Notes

Reaction equation

HRID 616010 reaction equation
[NH2:1][C:2]1[C:7]([C:8]([NH2:10])=[O:9])=[CH:6][N:5]=[C:4]2[N:11]([CH2:14][CH3:15])[N:12]=[CH:13][C:3]=12.[CH:16](OCC)(OCC)OCC>>[CH2:14]([N:11]1[C:4]2[N:5]=[CH:6][C:7]3[C:8](=[O:9])[N:10]=[CH:16][NH:1][C:2]=3[C:3]=2[CH:13]=[N:12]1)[CH3:15]

Participants

3

Reactant 2

HCID 31214Ethyl orthoformateHCID 20370824HCID 20370824, compound

Product 1

HCID 178462997HCID 178462997, compound

Procedure

20.5 g. of 4-amino-1-ethylpyrazolo[3,4-b]pyridin-5-carboxamide are refluxed with stirring for 24 hours with 100 ml. of triethyl orthoformate. The excess ester is removed in vacuo and the residue recrystallized from dimethylformamide to obtain 7-ethyl-1,7-dihydro-4H-pyrazolo[4',3':5,6]pyrido[4,3-d]pyrimidin-4-one, yield: 19 g. (88%); m.p. 320°-322°.

Workup

  1. customThe excess ester is removed in vacuo
  2. customthe residue recrystallized from dimethylformamide

Sources & evidence

ORD record
ord-3646cf75b7a546fd964f9372f7cad374
Source dataset
uspto-grants-1978_02
Patent number
US04072681

Reaction notes

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