3-IODO-1H-INDAZOLE-5-CARBOXYLIC ACID METHYL ESTER Chemical Properties

Boiling point:

421.4±25.0 °C(Predicted)

Density 

1.948

storage temp. 

under inert gas (nitrogen or Argon) at 2–8 °C

pka

10.85±0.40(Predicted)

Appearance

Light yellow to yellow Solid

Safety Information

HS Code 

2933998090

3-IODO-1H-INDAZOLE-5-CARBOXYLIC ACID METHYL ESTER Usage And Synthesis

Synthesis

GENERAL METHOD: To a cooled DMF solution, methyl 1H-indazole-5-carboxylate (1.0 eq.), K2CO3 or KOH (ca. 3 eq.), and I2 (2-4 eq.) were sequentially added at 0 °C. The reaction mixture was stirred under cooling conditions or at room temperature for several hours. Upon completion of the reaction, the reaction is quenched with an excess of 10% aqueous NaHSO3, followed by dilution with H2O. In most cases, the precipitate is collected by filtration and washed with H2O to give methyl 3-iodo-5-indazolecarboxylate of the desired purity.

References

[1] Bioorganic and Medicinal Chemistry, 2014, vol. 22, # 17, p. 4968 - 4997
[2] Patent: WO2017/136395, 2017, A1. Location in patent: Page/Page column 197
[3] Patent: WO2006/86255, 2006, A2. Location in patent: Page/Page column 85; 86
[4] Patent: WO2017/35349, 2017, A1. Location in patent: Paragraph 0539

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