Sodium hydride → HCID 68139543, compound

Participants

Reaction Steps

3-Phenyl-5-methylindazole (4.17 g) was dissolved in dimethylformamide (70 ml) and sodium hydride 50% pure (1.15 g) was added to the solution, followed by stirring it at room temperature for 10 min. To the resulting solution was added dropwise a solution of diethylaminopropyl chloride (3.59 g) in 30 ml of toluene. The mixture was stirred at 70° C for 1 hour and poured into ice-water, and extracted with chloroform. The extract was washed with water, dried over sodium sulfate and concentrated by evaporation. The residue was treated with ether-hydrochloric acid to obtain 4.5 g of 1-diethylaminopropyl-3-phenyl-5-methylindazole hydrochloride (m.p. 127°-129° C).

Provenance & Evidence