Hydrochloric Acid → HCID 66731691, compound

Participants

Reaction Conditions

Reaction Steps

Methyl 2-chloroisonicotinate (3 g, 17.48 mmol), 6-(trifluoromethyl)pyridin-3-yl boronic acid (5.01 g, 26.23 mmol), potassium carbonate (1.450 g, 10.49 mmol) and PdCl2 (dppf) (0.380 g, 0.52 mmol) were mixed in methanol (30 mL) in two separate 20 mL microwave vials. The vials were capped and heated at 100° C. for 10 min in a single node microwave reactor. Water and DCM were added and the phases were separated. The water phase (pH 9) was extracted with DCM and the combined organic phase washed with brine, passed through a phase separator and evaporated to yield an orange solid. The solid was diluted with MTBE, then HCl (4 M in dioxane) was added to give a suspension. The solids were collected by filtration to yield methyl 6′-(trifluoromethyl)-2,3′-bipyridine-4-carboxylate hydrochloride (3.2 g, 57%). MS m/z 283 (M+H)+

Provenance & Evidence