Hydrochloric Acid → HCID 61470255, compound

HRID 1755213Notes

Reaction equation

HRID 1755213 reaction equation
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][C:10]([C:13]([O:15]CC)=[O:14])=[N:9]2)=[CH:4][C:3]=1[F:18].[Li+].[OH-].Cl>C1COCC1>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([N:8]2[CH:12]=[CH:11][C:10]([C:13]([OH:15])=[O:14])=[N:9]2)=[CH:4][C:3]=1[F:18]

Participants

5

Reactant 3

HCID 313Hydrochloric AcidHCID 3939Lithium HydroxideHCID 86720519HCID 86720519, compound

Product 1

HCID 61470255HCID 61470255, compoundYield 96%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 1-(4-chloro-3-fluorophenyl)pyrazole-3-carboxylate (268 mg, 1 mmol) in THF was added 3.0 mL of 1.0M of LiOH (3.0 mmol). The resulting mixture was stirred at room temperature for 3 h at which time 1.0 M of HCl was added to adjust pH to 1.0. The organics were extracted with EtOAc (2×100 mL), followed by drying over MgSO4 and concentrated under reduced pressure to give a white solid (230 mg, 96%), which was used for next step without further purification.

Workup

  1. additionwas added
  2. extractionThe organics were extracted with EtOAc (2×100 mL)
  3. dry with materialby drying over MgSO4
  4. concentrationconcentrated under reduced pressure

Sources & evidence

ORD record
ord-63ba01bdc25c4f3383f69ca6be898adc
Source dataset
uspto-grants-2015_10
Patent number
US09169261B2

Reaction notes

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