2-Chloropyridine → HCID 59374083, compound

Participants

Reaction Conditions

Reaction Steps

4-(3-(Tetrahydro-2H-pyran-3-yl)pyrazin-2-yloxy)aniline (0.10 g, 0.38 mmol) and 2-chloropyridine (0.072 mL, 0.76 mmol) were mixed together neat in a microwave tube. The tube was sealed and stirred at 120° C. for 45 min before being warmed to 160° C. and stirred for 2 h. The reaction mixture was cooled to room temperature, diluted with sat. sodium bicarbonate, and extracted with EtOAc (2×). The combined organic layers were washed with sat. sodium chloride, dried over magnesium sulfate, filtered, and concentrated in vacuo. The resulting crude product was purified by silica gel chromatography to give N-(4-(3-(tetrahydro-2H-pyran-3-yl)pyrazin-2-yloxy)phenyl)pyridin-2-amine. MS (ESI, pos. ion) m/z: 349.1 (M+1). IC50 (uM) 0.021.

Provenance & Evidence