Sodium Hydroxide → 2,7-Dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid

HRID 1589840Notes

Reaction equation

HRID 1589840 reaction equation
[CH3:1][C:2]1[C:11]([C:12]([O:14]CC)=[O:13])=[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([CH3:10])[N:4]2[N:3]=1.[OH-].[Na+]>C(O)C>[CH3:1][C:2]1[C:11]([C:12]([OH:14])=[O:13])=[C:5]2[CH:6]=[CH:7][CH:8]=[C:9]([CH3:10])[N:4]2[N:3]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 21827510HCID 21827510, compound

Product 1

HCID 197709762,7-Dimethylpyrazolo[1,5-a]pyridine-3-carboxylic acid

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
100 °C

Procedure

To 1.00 g (4.6 mmol) of ethyl 2,7-dimethylpyrazolo[1,5-a]pyridine-3-carboxylate prepared in accordance with the procedure disclosed in "YAKUGAKU ZASSHI", 91(11), 1154-1157 (1971), 5 ml of 3N aq. NaOH solution and 2 ml of ethanol were added, followed by stirring at 100° C. for 8 hours. After the reaction, the solvents were distilled off, and the residue was dissolved in water and then washed with benzene. The aqueous layer was made acidic with concentrated hydrochloric acid. Crystals precipitated were collected by filtration and then washed with water. Yield: 0.85 g (4.5 mmol) (97%).

Workup

  1. additionwere added
  2. customAfter the reaction
  3. distillationthe solvents were distilled off
  4. dissolutionthe residue was dissolved in water
  5. washwashed with benzene
  6. customCrystals precipitated
  7. filtrationwere collected by filtration
  8. washwashed with water

Sources & evidence

ORD record
ord-5144e555f8a340e296052dd213ada644
Source dataset
uspto-grants-1993_04
Patent number
US05200415

Reaction notes

Loading…