Water → HCID 86663678, compound

Participants

Reaction Steps

A mixture of 6-bromo-3-pyridinol (0.31 g, 1.78 mmol), (±)-phenylmethyl 4-{1-[(methylsulfonyl)oxy]ethyl}-1-piperidinecarboxylate (0.73 g, 2.14 mmol) and K2CO3 (0.50 g, 3.57 mmol) in DMF (12 mL) was stirred at ambient temperature for 30 min, then heated at 70° C. overnight, then heated at 100° C. for 27 h. The mixture was cooled to ambient temperature and poured into water, and extracted with EtOAc (60 mL×2). The combined organic extract was washed with water, brine and dried over Na2SO4, filtered, and the filtrate was concentrated to give crude (±)-phenylmethyl 4-{1-[(6-bromo-3-pyridinyl)oxy]ethyl}-1-piperidinecarboxylate as a brown oil, which was used without further purification.

Provenance & Evidence