Water → HCID 22481942, compound

Participants

Reaction Steps

To an ice-cold solution of 2-chloro-4-(3,5-dimethyl-piperazin-1-yl)-6-(1-methoxy-ethyl)-[1,3,5]triazine, prepared in Example 2 above, (2.2 mmol, 631 mg) in methylene chloride (7 mL) was added boron tribromide (1 M in methylene chloride, 11.04 mmol, 11 mL) and the reaction was stirred for 2 h. After the reaction was allowed to come to room temperature, methylene chloride (10 mL) was added to it followed by a small quantity of water (1 mL) to quench the unreacted boron tribromide. Sufficient saturated aq. sodium bicarbonate was added to raise the pH of the reaction solution to 8. The methylene chloride layer was collected, dried, filtered and the filtrate was evaporated to dryness to obtain a residue, which was purified by silica gel chromatography (eluent, 98:2 methylene chloride-methanol) to obtain 1-[4-chloro-6-(3,5-dimethyl-piperazin-1-yl)-[1,3,5]triazin-2-yl]-ethanol (65%, 392 mg); mp 126-128° C.

Provenance & Evidence