Sodium Hydroxide → HCID 70664976, compound

HRID 1854535Notes

Reaction equation

HRID 1854535 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([NH:11][C:12](=[O:17])[C:13]([CH3:16])([CH3:15])[CH3:14])[N:8]([C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[N:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH3:14][C:13]([CH3:16])([CH3:15])[C:12]([NH:11][C:9]1[N:8]([C:18]2[CH:19]=[CH:20][CH:21]=[CH:22][CH:23]=2)[N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:10]=1)=[O:17]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70664958HCID 70664958, compound

Product 1

HCID 70664976HCID 70664976, compoundYield 89%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2.3 g (7.42 mmol) of 5-(2,2-Dimethyl-propionylamino)-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester are dissolved in 15 ml ethanol and 16 ml (16 mmol, 2.16 eq) of 1N NaOH is added and the reaction mixture stirred overnight at RT. After evaporation of the solvent the residue is taken up in a mixture of 10 ml CH2Cl2 and 10 ml 0.1N HCl, the organic phase is separated, dried over Na2SO4 and the solvent removed in vacuo to obtain 5-(2,2-Dimethyl-propionylamino)-1-phenyl-1H-pyrazole-3-carboxylic acid in a yield of 89% (1.9 g)

Workup

  1. customAfter evaporation of the solvent the residue
  2. additionis taken up in a mixture of 10 ml CH2Cl2 and 10 ml 0.1N HCl
  3. customthe organic phase is separated
  4. dry with materialdried over Na2SO4
  5. customthe solvent removed in vacuo

Sources & evidence

ORD record
ord-69d56e316c23463597a24aa6e8a54231
Source dataset
uspto-grants-2015_02
Patent number
US08962671B2

Reaction notes

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