Phosphorus oxychloride → HCID 20228779, compound

HRID 1731293Notes

Reaction equation

HRID 1731293 reaction equation
O=[C:2]1[CH:7]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[NH:5][C:4]2[CH:13]=[N:14][NH:15][C:3]1=2.P(Cl)(Cl)([Cl:18])=O>>[Cl:18][C:2]1[CH:7]=[C:6]([C:8]([O:10][CH2:11][CH3:12])=[O:9])[N:5]=[C:4]2[CH:13]=[N:14][NH:15][C:3]=12

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 20228775HCID 20228775, compound

Product 1

HCID 20228779HCID 20228779, compoundYield 83%

Procedure

Ethyl 4,7-dihydro-7-oxo-1H-pyrazolo[4,3-b]pyridine-5-carboxylate (5.0 g, 24 mmol) was heated under reflux in phosphoryl chloride (50 ml) for 25 min. Excess reagent was removed in vacuo and the residue was treated with water to give a yellow solid. After neutralisation with 10% sodium hydroxide solution, the solid was collected and dried to give the title compound (4.48 g, 83%), m.p. 276°-279° C. after recrystallisation from ethyl acetate.

Workup

  1. customExcess reagent was removed in vacuo
  2. additionthe residue was treated with water
  3. customto give a yellow solid
  4. customAfter neutralisation with 10% sodium hydroxide solution, the solid was collected
  5. customdried

Sources & evidence

ORD record
ord-3a1a2fe669c1456fa2f8786629e9aaee
Source dataset
uspto-grants-1986_11
Patent number
US04621089

Reaction notes

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