Methyl Pyrazole-3-carboxylate Chemical Properties

Melting point:

141-142℃

Boiling point:

271℃

Density 

1.275

Flash point:

118℃

storage temp. 

Inert atmosphere,Room Temperature

solubility 

Soluble in methanol.

form 

powder to crystal

pka

11.04±0.10(Predicted)

color 

White to Almost white

λmax

217nm(EtOH)(lit.)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

22

HazardClass 

IRRITANT

HS Code 

2933119000

Methyl Pyrazole-3-carboxylate Usage And Synthesis

Uses

The methyl ester derivative of 4-Pyrazolecarboxylic Acid (P842550) used in the preparation of androgen receptor (AR) antagonists as well as pyrazole nucleosides.

Uses

The methyl ester derivative of 4-Pyrazolecarboxylic Acid (P842550), Methyl Pyrazole-3-carboxylate can be used in the preparation of androgen receptor (AR) antagonists as well as pyrazole nucleosides.

Synthesis

To a stirred solution of 1H-pyrazole-3-carboxylic acid (2 g, 17.8 mmol, 1 eq.) in methanol (20 mL) was slowly added thionyl chloride (2.5 mL, 35.5 mmol, 2 eq.). The reaction mixture was stirred at 40 °C for 5 hours. Upon completion of the reaction, the mixture was concentrated under reduced pressure to remove the solvent. The resulting residue was dissolved in dichloromethane (DCM) and washed with saturated aqueous sodium bicarbonate (NaHCO3). The organic layer was separated, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The crude product was purified by silica gel column chromatography (petroleum ether/ethyl acetate=1/3, v/v) to afford methyl 1H-pyrazole-3-carboxylate (1.8 g, yield 79.6%) as a white solid.

References

[1] Journal of Medicinal Chemistry, 2008, vol. 51, # 1, p. 159 - 166
[2] Russian Journal of General Chemistry, 2011, vol. 81, # 8, p. 1745 - 1746
[3] Patent: WO2018/11628, 2018, A1. Location in patent: Paragraph 00314
[4] Heterocycles, 1996, vol. 42, # 2, p. 517 - 523
[5] Journal fuer Praktische Chemie (Leipzig), 1935, vol. <2> 143, p. 259,273

Methyl Pyrazole-3-carboxylate(15366-34-4)Related Product Information

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• RARECHEM AL BF 1033