Bromocyclopentane → 2-Bromo-4-cyclopentyloxy-pyridine

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-bromopyridin-4-ol (1.6 g, 9.2 mmol) and bromocyclopentane (1.28 mL, 12.0 mmol) in DMF (12 mL) in a microwave vial was added cesium carbonate (4.19 g, 12.9 mmol). The vial was sealed and heated in a microwave reactor at 120° C. for 2 h. The reaction mixture was cooled to room temperature, quenched with water and extracted with EtOAc (3×). The combined organics were washed with sat'd LiCl and sat'd NaCl then dried over MgSO4 and concentrated. The residue was purified by SiO2 chromatography (20-30% EtOAc/heptane) to give 1.83 g (73%) of 2-bromo-4-cyclopentyloxy-pyridine as a yellow oil.

Provenance & Evidence