2-Bromopyridine → HCID 66750139, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-bromopyridine (1.0 g, 4.3 mmol) in dry tetrahydrofuran (30 mL) 1.6 M n-butyl lithium in hexanes (4.8 mL) was added dropwise at −78° C. The mixture was kept at this temperature for 1 hour, followed by addition of a solution of Example 68D in tetrahydrofuran. At the end of addition, the mixture was allowed to reach ambient temperature and stirred at 60° C. for 2 hours. The mixture was then cooled to 0° C., and diluted with ether (50 mL) and saturated aqueous NH4Cl (60 mL). The organic phase was separated, dried over Na2SO4, filtered, and concentrated. The crude product was used in the next step without further purification (1.5 g, 5.97 mmol).

Provenance & Evidence