ChemicalBook CAS DataBase List 5-METHYL-1,3-DIPHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID

5-METHYL-1,3-DIPHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID synthesis

6synthesis methods

Product Name:5-METHYL-1,3-DIPHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID
CAS Number:15409-48-0
Molecular formula:C17H14N2O2
Molecular Weight:278.31

1H-PYRAZOLE-4-CARBOXYLIC ACID, 5-METHYL-1,3-DIPHENYL-, ETHYL ESTER

7189-04-0
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5-METHYL-1,3-DIPHENYL-1H-PYRAZOLE-4-CARBOXYLIC ACID

15409-48-0
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$45.00/100mg

Yield:15409-48-0 95%

Reaction Conditions:

with sodium hydroxide in methanol; for 4 h;Reflux;

Steps:

Part (i)

The synthesis of vital intermediate 5-methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid 2a by simple procedure that involves reacting ethyl 5-methyl-1,3-diphenyl-1H-pyrazole-4-carboxylate (1a, 0.306 g, 1.00 mmol) with 10% NaOH (10 mL) solution in refluxing MeOH (10 mL) for 4h. After completion of the reaction (monitored through TLC), the reaction mixture was evaporated to half of its volume, cooled and acidified with ice-cold dilute hydrochloric acid (pH ≈ 2) to obtain 5-methyl-1,3-diphenyl-1H-pyrazole-4-carboxylic acid 2a as white solid in 95% yield (0.264g).

References:

Ningaiah, Srikantamurthy;Bhadraiah, Umesha K.;Doddaramappa, Shridevi D.;Keshavamurthy, Shubakara;Javarasetty, Chethan [Bioorganic and Medicinal Chemistry Letters,2014,vol. 24,# 1,p. 245 - 248] Location in patent:supporting information