HCID 20228779, compound → HCID 54086724, compound

HRID 1731299Notes

Reaction equation

HRID 1731299 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([C:8]([O:10]CC)=O)[N:5]=[C:4]2[CH:13]=[N:14][NH:15][C:3]=12>C(N)C=C>[CH2:4]([NH:5][C:8]([C:6]1[N:5]=[C:4]2[CH:13]=[N:14][NH:15][C:3]2=[C:2]([Cl:1])[CH:7]=1)=[O:10])[CH:3]=[CH2:2]

Participants

3

Reactant 1

HCID 20228779HCID 20228779, compound

Product 1

HCID 54086724HCID 54086724, compound

Reagents, catalysts & solvents 1

HCID 7853AllylamineSolvent

Procedure

A solution of ethyl 7chloro-1H-pyrazolo[4,3-b]-pyridine-5-carboxylate (1.5 g, 6.65 mmol) in allylamine (25 ml) was heated under reflux for 3 days. The solvent was evaporated in vacuo and the residue was extracted into warm ether to give 7-chloro-1H-pyrazolo[4,3-b]pyridine-5-carboxylic acid allyl amide as a pale yellow solid, m.p. 121°-125° C. Without further purification, this material was dissolved in allylamine (10 ml) and water (10 ml) and heated under reflux for 6 days. Excess allylamine was removed in vacuo and the precipitated solid was collected and washed well with water, to give the crude product (940 mg, 55%). Recrystallisation from ethyl acetate gave the title compound, m.p. 194°-197° C.

Workup

  1. temperatureunder reflux for 3 days
  2. customThe solvent was evaporated in vacuo
  3. extractionthe residue was extracted
  4. temperatureinto warm ether

Sources & evidence

ORD record
ord-bf5e88a866ca4750b72f5fe6e4b121de
Source dataset
uspto-grants-1986_11
Patent number
US04621089

Reaction notes

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