1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester synthesis

14synthesis methods

Product Name:1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester
CAS Number:17355-75-8
Molecular formula:C18H16N2O2
Molecular Weight:292.33

3453-00-7 Synthesis

DIETHYL (2-OXO-2-PHENYLETHYL)PHOSPHONATE

3453-00-7
75 suppliers
$69.00/1g

28663-68-5 Synthesis

ETHYL (2E)-CHLORO(PHENYLHYDRAZONO)ACETATE

28663-68-5
55 suppliers
$40.00/500mg

1H-Pyrazole-3-carboxylic acid, 1,5-diphenyl-, ethyl ester

17355-75-8
13 suppliers
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Yield:17355-75-8 95%

Reaction Conditions:

with lithium hydroxide in 1,2-dimethoxyethane at 20; for 10 h;regioselective reaction;Reagent/catalyst;Solvent;

Steps:

Representative procedure forthe synthesis of pyrazole 5

1a (227 mg, 1.0 mmol) and 4a (175 mg,1.0 mmol) were dissolved in 3 mL of DME. LiOH (48 mg, 2.0 mmol) was added to the reaction mixture. The reaction mixture was stirred at rt for 10 h. HPLC indicated completion of reaction. Water (6 mL)was added to the reaction mixture, the reaction mixture was then stirred overnight. Pyrazole 5a (278 mg, 95% yield) was then filtered and dried. When pyrazole product is oil, the reaction mixture was concentrated and column chromatography using heptane and ethyl acetate gave the desired product.

References:

Sun, Aixue;Ye, Jia-Hai;Yu, Haitao;Zhang, Wenchao;Wang, Xiaolong [Tetrahedron Letters,2015,vol. 55,# 4,p. 889 - 892] Location in patent:supporting information

100-63-0 Synthesis