Phosphorus oxychloride → HCID 178426079, compound

HRID 1762439Notes

Reaction equation

HRID 1762439 reaction equation
O=[C:2]1[CH:7]=[C:6]([CH3:8])[NH:5][C:4]2[C:9]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)=[N:10][NH:11][C:3]1=2.P(Cl)(Cl)([Cl:21])=O>>[Cl:21][C:2]1[CH:7]=[C:6]([CH3:8])[N:5]=[C:4]2[C:9]([C:12]3[CH:17]=[CH:16][C:15]([Cl:18])=[CH:14][CH:13]=3)=[N:10][NH:11][C:3]=12

Participants

3

Reactant 2

HCID 24813Phosphorus oxychlorideHCID 20040885HCID 20040885, compound

Product 1

HCID 178426079HCID 178426079, compound

Procedure

A mixture of 4,7-dihydro-7-oxo-5-methyl-3-(4-chlorophenyl)-1H-pyrazolo[4,3-b]pyridine (D15) (0.8 g) in phosphoryl chloride (20 ml) was heated under reflux under nitrogen for 20 mins and then evaporated to dryness in vacuo. The residue was basified with 10% sodium carbonate solution and extracted with ethyl acetate (3×200 ml). The organic fraction was washed with water, dried (Na2SO4), and evaporated to dryness in vacuo, and recrystallised from ethyl acetate to afford the title compound (0.4 g), m.p. 243°-245° C.

Workup

  1. temperaturewas heated
  2. temperatureunder reflux under nitrogen for 20 mins
  3. customevaporated to dryness in vacuo
  4. extractionextracted with ethyl acetate (3×200 ml)
  5. washThe organic fraction was washed with water
  6. dry with materialdried (Na2SO4)
  7. customevaporated to dryness in vacuo
  8. customrecrystallised from ethyl acetate

Sources & evidence

ORD record
ord-2348738a50d34df1bf0cf0ddf20d2f39
Source dataset
uspto-grants-1989_05
Patent number
US04833136

Reaction notes

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