Sodium Hydroxide → HCID 66659940, compound

HRID 1630660Notes

Reaction equation

HRID 1630660 reaction equation
[Cl:1][C:2]1[C:3]([N:8]2[C:12]([C:13]([O:15]C)=[O:14])=[CH:11][C:10]([C:17]#[C:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][C:26]([F:29])([F:28])[F:27])=[CH:21][CH:20]=3)=[N:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1.[OH-].[Na+]>C(O)C>[Cl:1][C:2]1[C:3]([N:8]2[C:12]([C:13]([OH:15])=[O:14])=[CH:11][C:10]([C:17]#[C:18][C:19]3[CH:24]=[CH:23][C:22]([O:25][C:26]([F:29])([F:27])[F:28])=[CH:21][CH:20]=3)=[N:9]2)=[N:4][CH:5]=[CH:6][CH:7]=1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 66587784HCID 66587784, compound

Product 1

HCID 66659940HCID 66659940, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

1.02 g (2.17 mmol) of methyl 1-(3-chloropyridin-2-yl)-3-{[4-(trifluoromethoxy)phenyl]ethynyl}-1H-pyrazole-5-carboxylate were dissolved in 20 ml of ethanol, 1.31 g (3.26 mmol) of 10% strength aqueous sodium hydroxide solution were added and the mixture was stirred at RT for 2 h. The solvent was distilled off under reduced pressure, the residue was taken up in water and the mixture was extracted once with methyl tert-butyl ether. The aqueous phase was then acidified with 2N hydrochloric acid and extracted three times with methyl tert-butyl ether. The combined organic phases were dried over sodium sulphate and concentrated.

Workup

  1. distillationThe solvent was distilled off under reduced pressure
  2. extractionthe mixture was extracted once with methyl tert-butyl ether
  3. extractionextracted three times with methyl tert-butyl ether
  4. dry with materialThe combined organic phases were dried over sodium sulphate
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-49cc19861546464e835166638d2ef335
Source dataset
uspto-grants-2014_07
Patent number
US08791139B2

Reaction notes

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