Acetic Anhydride → HCID 11380896, compound

Participants

Reaction Steps

6-chloro-4-(3-methylamino-propoxy)-1-benzopyran-2-one trifluoroacetic acid salt (0.272 mmol, 100 mg) is suspended in 3 mL of DCM. DIEA (0.544 mmol, 95 μL) is added followed by acetic anhydride (0.816 mmol, 77.1 EL). After stirring for 1 hr at ambient temperature, the reaction mix is concentrated in vacuo and purified by reversed-phase HPLC to afford the title compound (39.0 mg, 49%). 1H NMR (DMSO-d6, 300 MHz) δ 7.95 (1H, br t), 7.79 (1H, d, J=2.5 Hz), 7.72 (1H, dd, J=2.5, 8.75 Hz), 7.46 (1H, d, J=8.75 Hz), 5.95 (1H, s), 4.23 (2H, t, J=6 Hz), 3.24 (2H, q, J=6 Hz), 1.95 (2H, m, J=6.25 Hz), 1.80 (3H, s); MS (ESI, Pos.) calcd for C14H14ClNO4 m/z [M+H]=296.1, found 296.2.

Provenance & Evidence