Sodium bis(trimethylsilyl)amide → HCID 58266671, compound

Participants

Reaction Steps

Sodium bis(trimethylsilyl)amide (1.3 mL, 1.3 mmol) was added to a solution of 6′-chloro-2-fluoro-5-(4-piperidin-1-ylmethyl-phenyl)-5′-vinyl-[3,4]bipyridinyl-3′-ylamine (53 mg, 0.13 mmol) in anhydrous THF (1 mL) and the resultant solution stirred at ambient temperature for 20 min. The reaction mixture was diluted with brine (5 mL) and ethyl acetate (5 mL). The resultant precipitate was collected by filtration to afford the title compound as a beige powder (13 mg, 26%). 1H NMR (CDCl3, 400 MHz): 8.85 (d, J=2.0 Hz, 1H), 8.77 (d, J=2.0 Hz, 1H), 8.61 (s, 1H), 7.58-7.55 (m, 2H), 7.46 (d, J=8.0 Hz, 2H), 7.22-7.14 (m, 1H), 6.03-6.01 (m, 1H), 5.99-5.97 (m, 1H), 3.56 (s, 2H), 2.47-2.37 (m, 4H), 1.64-1.59 (m, 4H), 1.52-1.44 (m, 2H). LCMS (Method A): RT=6.81 min, M+H+=403/405.

Provenance & Evidence