Piperonal → HCID 20817771, compound

Participants

Reaction Steps

4-(1-Benzo[1,3]dioxol-5-ylmethyl-piperidin-4-ylamino)-6-trifluoromethyl-chromen-2-one was prepared according to a reductive amination procedure using 4-(piperdin-4-ylamino)-6-trifluoromethyl-chromen-2-one (116 mg, 0.373 mmol) and piperonal (62 mg, 0.411 mmol) to provide the title product as a white solid (73 mg, 44%). MS (APCI) m/z 447 [M+H]+, 445 [M−H]+, 481 [M+Cl]+; 1H NMR (300 MHz, DMSO-D6) δ ppm 1.64 (m, 2H) 1.92 (m, J=9.83 Hz, 2H) 2.09 (m, 2H) 2.84 (m, J=11.53 Hz, 2H) 3.51 (m, 1H) 5.34 (s, 1H) 5.99 (s, 2H) 6.76 (d, J=6.44 Hz, 1H) 6.85 (d, J=8.82 Hz, 2H) 7.51 (t, J=9.32 Hz, 2H) 7.92 (dd, J=8.82, 1.70 Hz, 1H) 8.63 (s, 1H).

Provenance & Evidence