Bromine → 1227002-46-1

HRID 1843088Notes

Reaction equation

HRID 1843088 reaction equation
[CH:1]1([C:4]2[CH:8]=[C:7]([C:9]([OH:11])=[O:10])[N:6]([CH3:12])[N:5]=2)[CH2:3][CH2:2]1.[Br:13]Br>C(O)(=O)C>[Br:13][C:8]1[C:4]([CH:1]2[CH2:2][CH2:3]2)=[N:5][N:6]([CH3:12])[C:7]=1[C:9]([OH:11])=[O:10]

Participants

4

Reactant 2

HCID 24408BromineHCID 31596565-Cyclopropyl-2-methyl-2H-pyrazole-3-carboxylic acid

Product 1

HCID 585425731227002-46-1

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution, cooled to 0° C., of 100 mg (0.60 mmol) of 3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylic acid in 5 ml of acetic acid is admixed with 173 mg (1.08 mmol) of bromine and afterstirred overnight at room temperature. Acetic acid and bromine are drawn off on a rotary evaporator and the solid residue is washed with cyclohexane and a small amount of diethyl ether. This gives 69.0 mg of 4-bromo-3-cyclopropyl-1-methyl-1H-pyrazole-5-carboxylic acid (47%) as a yellowish solid.

Workup

  1. customAcetic acid and bromine are drawn off on a rotary evaporator
  2. washthe solid residue is washed with cyclohexane

Sources & evidence

ORD record
ord-bc8301c72df24665b9d04f98c28ab769
Source dataset
uspto-grants-2015_02
Patent number
US08946234B2

Reaction notes

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