Tetrahydrofuran → 5-[(2-Chloroethyl)pyrazol-1-ylmethyl]-6,7-dichloro-2,3-dimethoxyquinoxaline

Participants

Reaction Conditions

Reaction Steps

4-(2-Chloroethyl)pyrazole hydrochloride (250 mg, 1.0 mmol) was added to a suspension of sodium hydride (90 mg, 80% oil dispersion, 3.0 mmol) in dry tetrahydrofuran (10 mL) at 0° C. under nitrogen with stirring. Immediately 5-bromomethyl-6,7-dichloro-2,3-dimethoxyquinoxaline (352 mg, 1.0 mmol) was added, and the mixture was allowed to warm to 10° C. over 2 hours. The mixture was partitioned between ethyl acetate (50 mL) and water (50 mL). The organic solution was dried (MgSO4) and concentrated under reduced pressure. Purification by flash chromatography (gradient elution with ethyl acetate/hexane), followed by trituration with methanol gave 5-[(2-chloroethyl)pyrazol-1-ylmethyl]-6,7-dichloro-2,3-dimethoxyquinoxaline (254 mg, 63%), as a white solid.

Provenance & Evidence