Methanol → 4-((5-bromo-1H-pyrazol-1-yl)methyl)benzoic acid

HRID 1399808Notes

Reaction equation

HRID 1399808 reaction equation
[Br:1][C:2]1[N:6]([CH2:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([O:14]C)=[O:13])=[CH:10][CH:9]=2)[N:5]=[CH:4][CH:3]=1.[OH-].[Na+].CO>O>[Br:1][C:2]1[N:6]([CH2:7][C:8]2[CH:17]=[CH:16][C:11]([C:12]([OH:14])=[O:13])=[CH:10][CH:9]=2)[N:5]=[CH:4][CH:3]=1

Participants

5

Reactant 3

HCID 887MethanolHCID 14798Sodium HydroxideHCID 21106857methyl 4-((5-bromo-1H-pyrazol-1-yl)methyl)benzoate

Product 1

HCID 867292264-((5-bromo-1H-pyrazol-1-yl)methyl)benzoic acidYield 90%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Methyl 4-((5-bromo-1H-pyrazol-1-yl)methyl)benzoate (264 mg, 0.95 mmol), NaOH (200 mg, 5 mmol) were placed in a 100-mL flask with covered with MeOH and H2O (1:1) and stirred for 4 h at room temperature. The solution was then evaporated, taken up in water and acidified with 2M HCl with the resulting the solid filtered off yielding the desired product as a white solid (200 mg, 90%). LCMS (m/z): 281.1 [M+H]+

Workup

  1. customThe solution was then evaporated
  2. filtrationfiltered off

Sources & evidence

ORD record
ord-6d69a423580d414abfd7f6a1d18e9398
Source dataset
uspto-grants-2014_12
Patent number
US08906900B2

Reaction notes

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