Dimethylformamide → HCID 20237791, compound

Participants

Reaction Steps

3.0 g. Phenyl glycidyl ether and 7.0 g. 5-(2-aminoethylamino)-indazole are dissolved in 10 ml. dimethylformamide by briefly heating to 70° C. and then left to stand for 24 hours at ambient temperature. The reaction mixture is shaken with 400 ml. methylene chloride-methanol (8:2 v/v) and 200 ml. water. The organic phase is evaporated and the residue obtained is purified by column chromatography on silica gel using, as elution agent, methylene chloride-methanol (9:1 v/v) and methylene chloride-ammonia-saturated methanol (9:1 v/v). The residue of the pure fractions is boiled under reflux for 1 hour with 50 ml. ethyl acetate and, after cooling, filtered off with suction and recrystallized from isopropyl alcohol, with the use of active charcoal. There are obtained 1.7 g. (26% of theory) of the desired product in the form of almost colorless crystals, which sinter at 137° C. and melt at 141°-144° C.

Provenance & Evidence