2-Fluoro-6-methylpyridine → HCID 57430044, compound

Participants

Reaction Steps

To a solution of 2-fluoro-6-methylpyridine (6.67 g, 60 mmole) in toluene (40 mL) was added tert-butyl 4-cyanopiperidine-1-carboxylate (I-1) (4.22 g, 20 mmole) and 0.5M solution of KHMDS (48 mL, 24 mmole). The reaction mixture was stirred 2h min at rt ° C. After this time, LCMS indicated that the reaction was completion. The reaction mixture was poured into brine (150 mL) and extracted with EtOAc (3×150 mL). The combined organic extracts were washed with brine (2×100 mL), dried over MgSO4, filtered and concentrated to afford the desired product tert-butyl 4-cyano4-(6-methylpyridin-2-yl)piperidine-1-carboxylate (II-2) as a yellow-brown solid. Analytical LCMS: single peak (214 nm), 3.241 min. This product was used in next step reaction without further purification.

Provenance & Evidence