Sodium Hydroxide → 4-bromo-1,3-dimethyl-1H-pyrazole-5-carboxylic acid

HRID 244666

Reaction equation

HRID 244666 reaction equation
[Br:1][C:2]1[C:3]([CH3:13])=[N:4][N:5]([CH3:12])[C:6]=1[C:7]([O:9]CC)=[O:8].[OH-].[Na+]>CO>[Br:1][C:2]1[C:3]([CH3:13])=[N:4][N:5]([CH3:12])[C:6]=1[C:7]([OH:9])=[O:8]

Participants

4

Conditions

Temperature
20 °C

Procedure

To a solution of ethyl 4-bromo-1,3-dimethyl-1H-pyrazole-5-carboxylate (200 mg) (for example, available from Sinova) in methanol (10 ml) was added 2M sodium hydroxide (5 ml) and the mixture stirred at 20° C. for 18 h. The mixture was concentrated in vacuo and the residue taken up in water (10 ml) and acidified to pH=5 using 2M hydrochloric acid. The mixture was extracted with ethyl acetate (20 ml) dried over sodium sulphate and evaporated to give the title compound (25 mg) as a white solid.

Workup

  1. concentrationThe mixture was concentrated in vacuo
  2. extractionThe mixture was extracted with ethyl acetate (20 ml)
  3. dry with materialdried over sodium sulphate
  4. customevaporated

Sources & evidence

ORD record
ord-892f17811ad04ed5ba0471035bfa38ca
Source dataset
uspto-grants-2014_02
Patent number
US08658635B2

Linked notes

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