Sodium Hydroxide → HCID 70665037, compound

HRID 1854537Notes

Reaction equation

HRID 1854537 reaction equation
C([O:3][C:4]([C:6]1[CH:10]=[C:9]([NH:11][CH2:12][C:13](=[O:18])[C:14]([CH3:17])([CH3:16])[CH3:15])[N:8]([C:19]2[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=2)[N:7]=1)=[O:5])C.[OH-].[Na+]>C(O)C>[CH3:15][C:14]([CH3:17])([CH3:16])[C:13](=[O:18])[CH2:12][NH:11][C:9]1[N:8]([C:19]2[CH:20]=[CH:21][CH:22]=[CH:23][CH:24]=2)[N:7]=[C:6]([C:4]([OH:5])=[O:3])[CH:10]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 70665331HCID 70665331, compound

Product 1

HCID 70665037HCID 70665037, compoundYield 82%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

2 g (6.07 mmol) of 5-(3,3-Dimethyl-2-oxo-butylamino)-1-phenyl-1H-pyrazole-3-carboxylic acid ethyl ester are dissolved in 15 ml ethanol, 12.1 ml (12.1 mmol, 2 eq) 1N NaOH are added and the resulting mixture is 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-(3,3-Dimethyl-2-oxo-butylamino)-1-phenyl-1H-pyrazole-3-carboxylic acid in a yield of 82% (1.5 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-e025a5d9ebab4a279292b13b8f514840
Source dataset
uspto-grants-2015_02
Patent number
US08962671B2

Reaction notes

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