Hydrochloric Acid → HCID 19737195, compound

Participants

Reaction Steps

To a solution of 1-(3-chloro-5-trifluoromethylpyridin-2-yl)-5-aminoindazole [Compound No. 7] (3.0 g) in conc. hydrochloric acid (30 g), the solution of sodium nitrite (0.6 g) in water (1 ml) was added dropwise while cooling with ice, and the resultant mixture was stirred at room temperature. After 30 minutes, cuprous chloride (CuCl) (3 g) was added thereto, and the resultant mixture was stirred for 1 hour. After completion of the reaction, the reaction mixture was poured into water and extracted with diethyl ether. The extract was washed with water, dried over magnesium sulfate and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with hexane-ethyl acetate (4:1) to give 1-(3-chloro-5-trifluoromethylpyridin-2-yl)-5-chloroindazole (2.0 g).

Provenance & Evidence