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1-(4-fluorophenyl)-1H-pyrazole-3-carboxylic acid synthesis

2synthesis methods
115342-25-1 Synthesis
ethyl 1-(4-fluorophenyl)-1H-pyrazole-3-carboxylate

115342-25-1
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1-(4-fluorophenyl)-1H-pyrazole-3-carboxylic acid

1152535-34-6
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Yield:1152535-34-6 52%

Reaction Conditions:

with sodium hydroxide in ethanol;water at 50; for 1 h;

Steps:

98 Synthesis of 1-(4-fluorophenyl)pyrazole-3-carboxylic acid

To a solution of ethyl 1-(4-fluorophenyl)pyrazole-3-carboxylate (0.92 g, 3.9 mmol, 1 eq) in 18 mL of EtOH/H2O (1.5:1) was added NaOH (0.47 g, 11.8 mmol, 3 eq).
The reaction mixture was heated at 50° C. for 1 h then quenched with H2O and extracted with ethyl acetate.
The combined organic layers were concentrated and purified by silica gel column chromatography (EtoAc:MeOH 3:1) to provide 1-(4-fluorophenyl)pyrazole-3-carboxylic acid (0.42 g, 2.0 mmol, 52%).

References:

US2014/154179,2014,A1 Location in patent:Paragraph 0390; 0391