Sodium Hydroxide → HCID 13823606, compound

HRID 1748619Notes

Reaction equation

HRID 1748619 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:12]2[C:17]([Cl:18])=[CH:16][C:15]([C:19]([F:22])([F:21])[F:20])=[CH:14][C:13]=2[Cl:23])[C:10]=1[CH3:11])=[O:5])C.[OH-].[Na+]>O1CCCC1.CO>[Cl:18][C:17]1[CH:16]=[C:15]([C:19]([F:22])([F:20])[F:21])[CH:14]=[C:13]([Cl:23])[C:12]=1[N:9]1[C:10]([CH3:11])=[C:6]([C:4]([OH:5])=[O:3])[CH:7]=[N:8]1

Participants

5

Reactant 2

HCID 14798Sodium HydroxideHCID 13823607HCID 13823607, compound

Product 1

HCID 13823606HCID 13823606, compoundYield 90.8%

Reagents, catalysts & solvents 2

HCID 887MethanolSolventHCID 8028TetrahydrofuranSolvent

Procedure

To a solution of 1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (5.83 g) in tetrahydrofuran (20 ml) and methanol (20 ml) was added 4 N aqueous solution of sodium hydroxide (30 ml), and stirred at room temperature. After completion of the reaction, the solvent was evaporated, to the aqueous layer was added concentrated hydrochloric acid under ice-cooling to adjust the layer to pH 5, the precipitated solid was collected by filtration, and dried at 60° C. under air blow to give the titled compound (4.89 g) as a white solid. MS (ESI) m/z: 339, 341 (M+H)+.

Workup

  1. customAfter completion of the reaction
  2. customthe solvent was evaporated, to the aqueous layer
  3. additionwas added concentrated hydrochloric acid under ice-
  4. temperaturecooling
  5. filtrationthe precipitated solid was collected by filtration
  6. customdried at 60° C. under air blow

Sources & evidence

ORD record
ord-f624364c3922460fb49f1d08c963e600
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

Loading…