Sodium Hydroxide → 5-(1-methyl-1H-pyrazol-5-yl)-3-thiophenecarboxylic acid

HRID 1914562Notes

Reaction equation

HRID 1914562 reaction equation
C[O:2][C:3]([C:5]1[CH:9]=[C:8]([C:10]2[N:11]([CH3:15])[N:12]=[CH:13][CH:14]=2)[S:7][CH:6]=1)=[O:4].[OH-].[Na+]>CO>[CH3:15][N:11]1[C:10]([C:8]2[S:7][CH:6]=[C:5]([C:3]([OH:4])=[O:2])[CH:9]=2)=[CH:14][CH:13]=[N:12]1

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 581103165-(2-methyl-2H-pyrazol-3-yl)-thiophene-3-carboxylic acid methyl ester

Product 1

HCID 581103265-(1-methyl-1H-pyrazol-5-yl)-3-thiophenecarboxylic acidYield 55%

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

5-(2-Methyl-2H-pyrazol-3-yl)-thiophene-3-carboxylic acid methyl ester (0.163 g, 073 mmol) was suspended in methanol (1 mL) then sodium hydroxide (1 M, 0.95 mL) was added and the mixture stirred for 2 hours. The solution was evaporated, the residue was taken up in HCl (1 N, 1.5 mL) and the resultant precipitate was collected by filtration and dried in vacuo to afford the title compound as a white solid (0.084 g). LCMS m/z 209.15 [M+H]+ R.T.=2.76 min (Analytical Method 6).

Workup

  1. customThe solution was evaporated
  2. filtrationthe resultant precipitate was collected by filtration
  3. customdried in vacuo

Sources & evidence

ORD record
ord-54045314cd6d47c2887eb4417b4a24a3
Source dataset
uspto-grants-2013_12
Patent number
US08614209B2

Reaction notes

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