ethyl 1-(2-tert-butoxy-2-oxoethyl)-1H-pyrazole-4-carboxylate → [4-(ethoxycarbonyl)-1H-pyrazol-1-yl]acetic acid

HRID 1257420Notes

Reaction equation

HRID 1257420 reaction equation
C([O:5][C:6](=[O:18])[CH2:7][N:8]1[CH:12]=[C:11]([C:13]([O:15][CH2:16][CH3:17])=[O:14])[CH:10]=[N:9]1)(C)(C)C>FC(F)(F)C(O)=O>[CH2:16]([O:15][C:13]([C:11]1[CH:10]=[N:9][N:8]([CH2:7][C:6]([OH:18])=[O:5])[CH:12]=1)=[O:14])[CH3:17]

Participants

3

Reactant 1

HCID 59557976ethyl 1-(2-tert-butoxy-2-oxoethyl)-1H-pyrazole-4-carboxylate

Product 1

HCID 59557975[4-(ethoxycarbonyl)-1H-pyrazol-1-yl]acetic acidYield 110%

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

The compound (17.5 g) obtained in Example 115a was added to trifluoroacetic acid (280 mL), and the mixture was stirred at room temperature for 30 min. The reaction mixture was concentrated under reduced pressure, and the residue was washed with hexane, and dried to give the title compound (15.0 g) as a colorless solid.

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. washthe residue was washed with hexane
  3. customdried

Sources & evidence

ORD record
ord-09e4e0fb3f704497bab09c9b872ea197
Source dataset
uspto-grants-2013_06
Patent number
US08461348B2

Reaction notes

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