Triethylamine → HCID 66779288, compound

Participants

Reaction Conditions

Reaction Steps

To a 20-mL glass vial was added 3-[7-(4-phenoxyphenoxy)furo[3,2-b]pyridin-2-yl]aniline (30.00 mg; 0.08 mmol), N,N-diethylethanamine (0.02 ml; 0.15 mmol) suspended in 1-methylpyrrolidin-2-one (0.35 ml) and DCM (2.00 ml). The resulting mixture was cooled to 0° C. and stirred for 5 minutes. Acryloyl chloride (0.02 ml; 0.23 mmol) was added. The ice bath was left to melt. The reaction mixture was then stirred at room temperature overnight. The mixture was concentrated. The crude mixture was purified using Biotage column chromatography (0-40% MeOH/EtOAc) to afford the title compound as a white solid (5.00 mg, 15%). HPLC (method F): 100%, RT=4.538 min. 1H NMR (DMSO-d6) δ [ppm] 10.29 (s, 1H), 8.31 (d, 1H), 8.22 (s, 1H), 7.74 (d, 1H), 7.63 (d, 1H), 7.55 (s, 1H), 7.43 (t, 1H), 7.35 (t, 2H), 7.31 (d, 2H), 7.09 (d, 3H), 7.02 (d, 2H), 6.66 (d, 1H), 6.41-6.36 (dd, 1H), 6.25 (d, 1H), 5.73 (d, 1H). MS: m/z=449 [M+H]+, RT=4.08 min.

Provenance & Evidence