ChemicalBook CAS DataBase List 1H-Pyrazole-3-carboxylic acid, 4-phenyl-, ethyl ester

1H-Pyrazole-3-carboxylic acid, 4-phenyl-, ethyl ester synthesis

4synthesis methods

Product Name:1H-Pyrazole-3-carboxylic acid, 4-phenyl-, ethyl ester
CAS Number:6963-62-8
Molecular formula:C12H12N2O2
Molecular Weight:216.24

5292-53-5 Synthesis

5292-53-5
95 suppliers
$14.00/5g

1H-Pyrazole-3-carboxylic acid, 4-phenyl-, ethyl ester

6963-62-8
47 suppliers
$80.00/100mg

Yield:6963-62-8 96%

Reaction Conditions:

with ethanol;caesium carbonate at 80; for 0.25 h;Microwave irradiation;

Steps:

4.5 General procedure for the synthesis of pyrazole carboxylate 5 from 6 pyrazoline 6 under MW irradiation (see Scheme 5)

General procedure: In a 10mL microwave glass vial containing EtOH (1mL), was added pyrazoline 6 (0.1mmol) followed by Cs₂CO₃ (16.5mg, 0.05mmol, 0.5 equiv) and the resulting mixture was subjected to microwave irradiation for 10-15minat 80°C until the completion of reaction (monitored by TLC). After removal of EtOH in vacuo, the residue was treated with water (10mL) and the aqueous layer was extracted with EtOAc (2×10mL). The combined organic layer was dried over anhydrous Na₂SO₄, filtered and the filtrate was then concentrated in vacuo. The residue was recrystallized from EtOAc/hexane (1:1) to obtain pure 5 in quantitative yields.

References:

Nair, Deepa;Pavashe, Prashant;Namboothiri, Irishi N.N. [Tetrahedron,2018,vol. 74,# 22,p. 2716 - 2724]