1,1,1-Trifluoro-2-propanol → HCID 68850676, compound

Participants

Reaction Steps

To a solution of 120 mg (0.39 mmol) of ethyl 6-chloro-5-iodonicotinate (from Step A) and 52 μL (0.58 mmol) of 1,1,1-trifluoro-2-propanol in 5 mL of THF at rt was added 578 μL (0.58 mmol) of sodium bis(trimethylsilyl)amide (1.0 M in THF). After refluxing overnight, the reaction mixture was concentrated. Chromatography on a Biotage 40S cartridge using 1:49 v/v Et2O/hexanes as the eluant gave 73 mg of the title compound: 1H NMR (500 MHz, CDCl3) δ 1.39 (t, J=7.1, 3H), 1.55 (d, J=6.6, 3H), 4.38 (q, J=7.1, 2H), 5.79 (m, 1H), 8.66 (d, J=2.1, 1H), 8.73 (d, J=2.0, 1H).

Provenance & Evidence