2-Bromo-5-(methylsulfonyl)pyridine → HCID 66935329, compound

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Reaction Steps

rac-cis-2-{2-[1-(5-Chloropyrimidin-2-yl)piperidin-4-yl]cyclopropyl}ethanol from step 2 of example 6 (338 mg, 1.2 mmol) was dissolved in DMF (0.7 ml, 0.38 M). Nat (60% in oil, 144 mg, 3.6 mmol) was added and the mixture was stirred for 10 min at RT. 2-Bromo-5-(methylsulfonyl)pyridine (340 mg, 1.44 mmol) was added and the mixture stirred at RT 2½ hours. The mixture was diluted with 75 ml water and extracted with iPrOAc (3×50 ml), adding brine to break the layers. Organic phases were combined, washed with brine, dried over Na2SO4, filtered and stripped. The product was purified by chromatography on SiO2 (40 g) eluting with 40% EtOAc:Hexanes.

Provenance & Evidence