Sodium Hydroxide → HCID 86692555, compound

HRID 1748602Notes

Reaction equation

HRID 1748602 reaction equation
C([O:3][C:4]([C:6]1[CH:7]=[N:8][N:9]([C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([C:19]([F:22])([F:21])[F:20])=[CH:14][N:13]=2)[C:10]=1[CH3:11])=[O:5])C.[OH-].[Na+]>O1CCCC1>[CH3:11][C:10]1[N:9]([C:12]2[CH:17]=[C:16]([CH3:18])[C:15]([C:19]([F:20])([F:22])[F:21])=[CH:14][N:13]=2)[N:8]=[CH:7][C:6]=1[C:4]([OH:5])=[O:3]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 86692554HCID 86692554, compound

Product 1

HCID 86692555HCID 86692555, compoundYield 83%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
80 °C

Procedure

5-Methyl-1-[4-methyl-5-(trifluoromethyl)pyridin-2-yl]-1H-pyrazole-4-carboxylic acid ethyl ester (270 mg) was dissolved in tetrahydrofuran (5 ml), 1 N aqueous solution of sodium hydroxide (5 ml) was added thereto, and stirred at 80° C. for 4 hours. 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 (204 mg) as a white solid.

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-eed8f0e5143d4ca48d587f5c39bfffe0
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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