Potassium tert-butoxide → HCID 117815265, compound

Participants

Reaction Conditions

Reaction Steps

A 500 mL RBF was charged with ethyl 3-((6-chloro-3′-fluoro-[2,2′-bipyridin]-3-yl)thio)propanoate (16.55 g, 48.6 mmol), THF (Volume: 194 mL) and degassed with nitrogen for 10 minutes, then treated with potassium 2-methylpropan-2-olate (8.17 g, 72.8 mmol) and heated to reflux at 75° C. for 24 hours. The reaction was quenched with aqueous ammonium chloride, extracted 2× with EtOAc. The crude product was purified by column chromatography to give 2-chlorothieno[3,2-b:4,5-b′]dipyridine (7 g, 68% yield).

Provenance & Evidence