3-IODO-6-METHYL (1H)INDAZOLE synthesis

Yield:885518-96-7 92.19%

Reaction Conditions:

with N-iodo-succinimide in N,N-dimethyl-formamide at 25; for 1 h;

Steps:

16 3-iodo-6-methyl-1H-indazole

To a solution of 6-methyl-1H-indazole (0.5 g, 3.78 mmol, 1 eq) in DMF (5 mL) was added NIS (1.28 g, 5.67 mmol, 1.5 eq) and the mixture was stirred at 25 °C for 1 hr. TLC (PE: EtOAc =4:1, SM Rf=0.40, TM Rf=0.58) showed that the reaction was complete. The reaction was poured into~10 mL water and extracted with EtOAc (3x10 mL), washed with brine (3x10 mL), dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The residue was purified by column chromatography (SiO₂, PE:EtOAc=10:1 to 1/1) to afford the title compound 3-iodo-6-methyl-1H-indazole (0.9 g, 3.49 mmol, 92.19% yield) as a white solid.

References:

WO2021/262596,2021,A1 Location in patent:Paragraph 0790