反应详情

The trifluoroacetic acid salt of 4-(3-amino-propoxy)-6-chloro-1-benzopyran-2-one (0.272 mmol, 0.10 g) is dissolved in 3 mL of DCM and is added enough DIEA to bring the pH to ˜9 as measured by wet pH paper. Isonicotinoyl chloride hydrochloride is added (0.50 mmol, 0.089 g) and the reaction is stirred at ambient temperature overnight. The reaction mixture is evaporated under reduced pressure and the crude material is purified by HPLC to obtain the title compound as the trifluoroacetic acid salt (39 mg, 30%). 1H NMR (DMSO-d6, 300 MHz) δ 8.93 (1H, br t), 8.73 (2H, br d), 7.80 (2H, m), 7.76 (1H, d, J=2.5 Hz), 7.69 (1H, dd, J=2.5, 8.75 Hz), 7.45 (1H, d, J=8.75 Hz), 5.97 (1H, s), 4.31 (2H, t, J=5.75 Hz), 3.51 (2H, q, J=6.5 Hz), 2.11 (2H, m); MS (ESI, Pos.) calcd for C18H15ClN2O4 m/z [M+H]=359.1, found 359.1.

1. customThe reaction mixture is evaporated under reduced pressure
2. customthe crude material is purified by HPLC