Ethyl Acetate → HCID 57837502, compound

HRID 731729Notes

Reaction equation

HRID 731729 reaction equation
C([O:4][CH:5]([CH3:20])[C:6]([C:8]1[C:9]([CH:17]([CH3:19])[CH3:18])=[N:10][N:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=12)=[O:7])(=O)C.[OH-].[Na+].C(OCC)(=O)C.C([O-])(O)=O.[Na+]>C1COCC1>[OH:4][CH:5]([CH3:20])[C:6]([C:8]1[C:9]([CH:17]([CH3:19])[CH3:18])=[N:10][N:11]2[CH:16]=[CH:15][CH:14]=[CH:13][C:12]=12)=[O:7]

Participants

6

Reactant 4

HCID 8857Ethyl AcetateHCID 14798Sodium HydroxideHCID 516892Sodium BicarbonateHCID 57837498HCID 57837498, compound

Product 1

HCID 57837502HCID 57837502, compoundYield 96.6%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

A solution of 1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)-1-oxopropan-2-yl acetate (0.33 g, 1 equivalent) and 1M NaOH (1.5 mL, 1.25 equivalents) in 3 mL of THF was stirred at room temperature for 24 hours. The solution was worked up with ethyl acetate and saturated NaHCO3. The crude solid obtained was recrystallized from ethyl acetate and hexane to provide 2-hydroxy-1-(2-isopropylpyrazolo[1,5-a]pyridin-3-yl)propan-1-one (0.27 g, 96% yield) as a white solid. Compound 1068.

Workup

  1. customThe crude solid obtained
  2. customwas recrystallized from ethyl acetate and hexane

Sources & evidence

ORD record
ord-32080aad93a848f7b8b04288e85f1246
Source dataset
uspto-grants-2009_09
Patent number
US07585875B2

Reaction notes

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