Hydrochloric Acid → HCID 19086721, compound

Participants

Reaction Steps

6-(2-Chloro-6-fluoro-4-trifluoromethylphenoxy)indazole (0.7 g) was dissolved in dry DMF (1.5 cm3) and cooled in a waterbath when 50% sodium hydride (0.1 g) was added portionwise with stirring. The mixture was stirred for 10 minutes and ethyl 2-bromopropionate (0.42 g) was added. The mixture was stirred with water cooling for 5 minutes and then at room temperature for 8.5 hours. The reaction was poured into water (15cm3) containing 2M hydrochloric acid (1 cm3) and the mixture extracted with ethyl acetate three times. The organic phase was combined, washed with water, dried (MgSO4), filtered, and the solvent removed from the filtrate under vacuum. The residue was purified by flash chromatography (hexane: TBME, 7:3) to give compound 1, ethyl 2-[6-(2-chloro-6-fluoro-4-trifluoromehylphenoxy)indazol-1-yl]propionate (0.51 g) as a colorless oil and compound 33 ethyl 2-[6-(2-chloro-6-fluoro-4-trifluoromethylphenoxy)indazol-2-yl]propionate (0.154 g) as an oil.

Provenance & Evidence