Potassium Carbonate → HCID 23053773, compound

HRID 1650152Notes

Reaction equation

HRID 1650152 reaction equation
P(Cl)(Cl)(Cl)=O.[CH3:6][C:7]1[CH:15]=[C:10]2[CH:11]=[CH:12][CH:13]=[CH:14][N:9]2[N:8]=1.[C:16](=O)([O-])[O-:17].[K+].[K+]>CN(C)C=O>[CH:16]([C:15]1[C:7]([CH3:6])=[N:8][N:9]2[CH:14]=[CH:13][CH:12]=[CH:11][C:10]=12)=[O:17]

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 24813Phosphorus oxychlorideHCID 15620341HCID 15620341, compound

Product 1

HCID 23053773HCID 23053773, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

To 116.6 ml of dimethylformamide was added 105 ml of phosphorus oxychloride, followed by 99 g of 2-methylpyrazolo[1,5-a]pyridine under stirring at keeping the temperature below 20° C. The reaction mixture was stirred at 50°-60° C. for 1 hours, then poured into ice water. Acidic aqueous solution was neutralized with potassium carbonate, then extracted with dichloromethane, washed with salt water, dried over anhydrous sodium sulfate and then concentrated. The resulting residue was recrystallized from methanol to give the title compound in a yield of 54.8 g (46%) as colorless crystals, mp 77°-79° C.

Workup

  1. customthe temperature below 20° C
  2. stirringThe reaction mixture was stirred at 50°-60° C. for 1 hours
  3. extractionextracted with dichloromethane
  4. washwashed with salt water
  5. dry with materialdried over anhydrous sodium sulfate
  6. concentrationconcentrated
  7. customThe resulting residue was recrystallized from methanol

Sources & evidence

ORD record
ord-96030ff1648e481399bba50cc3765f2a
Source dataset
uspto-grants-1990_05
Patent number
US04923871

Reaction notes

Loading…