3-IODOINDAZOLE -5-CARBOXYLIC ACID Chemical Properties

Boiling point:

512.1±30.0 °C(Predicted)

Density 

2.220±0.06 g/cm3(Predicted)

storage temp. 

2-8°C(protect from light)

pka

3.86±0.30(Predicted)

Appearance

White to off-white Solid

3-IODOINDAZOLE -5-CARBOXYLIC ACID Usage And Synthesis

Synthesis

General procedure for the synthesis of 3-iodo-5-(1H)indazolecarboxylic acid from indazole-5-carboxylic acid hydrochloride: 1H-indazole-5-carboxylic acid (200 mg, 1.23 mmol), N,N-dimethylformamide (3 mL), potassium hydroxide (138 mg, 2.46 mmol), and iodine (470 mg, 1.85 mmol) were added to a 25 mL round bottomed flask. The reaction mixture was stirred at 25°C for 3 hours. After the reaction was completed, the reaction was quenched by adding 10 mL of Na2S2O3 solution. The pH of the reaction solution was adjusted with 10% hydrochloric acid solution to 6. The resulting solid was collected by filtration. Finally 300 mg (84% yield) of 3-iodo-1H-indazole-5-carboxylic acid was obtained as a white solid.

References

[1] Patent: WO2016/26549, 2016, A1. Location in patent: Page/Page column 91

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