Water → 1-(5-bromomethyl-pyrazin-2-yl)-5-chloro-1H-pyridin-2-one

Participants

Reaction Conditions

Reaction Steps

To a slurry of NBS (0.598 g, 3.36 mmol) in CH2Cl2 (10 ml) at 0° C. was added methylsulfide (0.296 ml, 4.035 mmol). The slurry was cooled to -20° C. and the alcohol from step 3 (0.532 g, 2.24 mmol) was added followed by CH2Cl2 (10 ml). The reaction was stirred at 0° C. for 3 hrs and then at room temperature for 24 hrs. The reaction was poured into water and extracted into CH2Cl2 and the combined extracts were dried (MgSO4) and evaporated in vacuo. The residue was chromatographed (silica gel, EtOAc: CH2Cl2 30:70) to afford the title compound.

Provenance & Evidence