Methanol → HCID 86692472, compound

HRID 1748524Notes

Reaction equation

HRID 1748524 reaction equation
[OH-:1].[Na+].O.C([O:6][C:7]([C:9]1[CH:10]=[N:11][N:12]([C:15]2[C:20](F)=[CH:19][C:18]([C:22]([F:25])([F:24])[F:23])=[CH:17][N:16]=2)[C:13]=1[CH3:14])=[O:8])C.[CH3:26]O>O1CCCC1>[CH3:26][O:1][C:20]1[C:15]([N:12]2[C:13]([CH3:14])=[C:9]([C:7]([OH:6])=[O:8])[CH:10]=[N:11]2)=[N:16][CH:17]=[C:18]([C:22]([F:25])([F:24])[F:23])[CH:19]=1

Participants

6

Reactant 4

HCID 887MethanolHCID 962WaterHCID 14798Sodium HydroxideHCID 86692473HCID 86692473, compound

Product 1

HCID 86692472HCID 86692472, compound

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

4N Aqueous solution of sodium hydroxide (20 ml) and water (20 ml) were added to a solution of 1-[3-fluoro-5-(trifluromethyl)pyridin-2-yl]-5-methyl-1H-pyrazole-4-carboxylic acid ethyl ester (3 g) in methanol (20 ml) and tetrahydrofuran (20 ml), and stirred at room temperature for five hours. After completion of the reaction, the organic solvent was evaporated, diethylether and water was added to the residue. The aqueous layer was separated, pH was adjusted to 5 by the addition of concentrated hydrochloric acid under ice cooling, and the precipitated solid was collected by filtration dried at 60° C. under air blow to give the titled compound (1.17 g) as a white solid.

Workup

  1. customAfter completion of the reaction
  2. customthe organic solvent was evaporated
  3. additiondiethylether and water was added to the residue
  4. customThe aqueous layer was separated
  5. additionpH was adjusted to 5 by the addition of concentrated hydrochloric acid under ice cooling
  6. filtrationthe precipitated solid was collected by filtration
  7. customdried at 60° C. under air blow

Sources & evidence

ORD record
ord-1a7dfa76143b42e49c9e21b3c8f67bd6
Source dataset
uspto-grants-2015_10
Patent number
US09150555B2

Reaction notes

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