HCID 13747180, compound → 1,4-Dihydro-7H-pyrazolo[4,3-b]pyridin-7-one

HRID 651962Notes

Reaction equation

HRID 651962 reaction equation
[O:1]=[C:2]1[C:7](C(O)=O)=[CH:6][NH:5][C:4]2[CH:11]=[N:12][NH:13][C:3]1=2>C1C=CC(C2C=CC=CC=2)=CC=1.C1C=CC(OC2C=CC=CC=2)=CC=1>[O:1]=[C:2]1[CH:7]=[CH:6][NH:5][C:4]2[CH:11]=[N:12][NH:13][C:3]1=2

Participants

3

Reactant 1

HCID 13747180HCID 13747180, compound

Product 1

HCID 137471791,4-Dihydro-7H-pyrazolo[4,3-b]pyridin-7-one

Reagents, catalysts & solvents 1

HCID 246701,1'-Biphenyl, mixt. with 1,1'-oxybis(benzene)Solvent

Procedure

4,7-Dihydro-7-oxo-1H-pyrazolo[4,3-b]pyridine-6-carboxylic acid (D6) (7.0 g, 39 mmol) was suspended in Dowtherm A (250 ml) and the mixture was heated under reflux under nitrogen for 2.5 h. After cooling, the mixture was diluted with 60°-80° petrol and filtered. The precipitate was washed well with petrol and dried to give the crude product as an off-white solid (3.9 g, 74%). Recrystallisation from aqueous ethanol/ether gave the title compound as very fine needles, m.p. >320° C.

Workup

  1. temperaturethe mixture was heated
  2. temperatureunder reflux under nitrogen for 2.5 h
  3. temperatureAfter cooling
  4. filtrationfiltered
  5. washThe precipitate was washed well with petrol
  6. customdried
  7. customto give the crude product as an off-white solid (3.9 g, 74%)
  8. customRecrystallisation from aqueous ethanol/ether

Sources & evidence

ORD record
ord-4aa514147711427287c8d022aaf22ede
Source dataset
uspto-grants-1987_06
Patent number
US04670432

Reaction notes

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