Potassium Carbonate → 4-Bromo-3,5-dimethyl-1-[(3-methyl-3-oxetanyl)methyl]-1H-pyrazole

Participants

Reaction Conditions

Reaction Steps

To a 4 mL vial equipped with a magnetic stir bar were added 4-bromo-3,5-dimethyl-1H-pyrazole (150 mg, 0.857 mmol), 3-(bromomethyl)-3-methyloxetane (283 mg, 1.714 mmol), K2CO3 (355 mg, 2.57 mmol), and acetonitrile (2 mL). The contents of the vial were stirred to give a white suspension. The vial was heated in a sand bath to 70° C. for 24 hours, and the reaction mixture was subsequently partitioned between water (15 mL) and ethyl acetate (20 mL). The layers were separated and the aqueous layer was back-extracted with ethyl acetate (20 mL). The combined organic layers were concentrated and the residue was purified via flash chromatography (4 g column) eluting with a gradient of 0-70% EtOAc in heptanes. The pure fractions were combined and concentrated to give the title compound as a clear liquid (110 mg, 49.5%).

Provenance & Evidence