6-(4-oxocyclohexyl)-1,3-benzoxazol-2(3H)-one → HCID 178518611, compound

Participants

Reaction Steps

Condensation of 3-(4-chloro-2-fluorophenyl)-1-propylamine (1.5 g, 6.5 mmol) and ketone 5 (1.5 g, 6.5 mmol), following the procedure described in Example 1, gave 6-{trans-4-[3-(4-chloro-2-fluorophenyl)-propylamino]cyclohexyl}-3H-benzoxazol-2-one (479 mg, 18%), as a white solid: 1H NMR (500 MHz, DMSO-d6): δ 7.36-7.32 (m, 2H), 7.22-7.20 (m, 1H), 7.13 (d, J=1 Hz, 1H), 6.99-6.94 (m, 2H), 3.70-3.00 (br s, 2H), 2.64 (t, J=8 Hz, 2H), 2.57 (t, J=8 Hz, 2H), 2.47-2.38 (m, 2H), 1.94 (br d, J=10 Hz, 2H), 1.77 (br d, J=10 Hz, 2H), 1.70-1.64 (m, 2H), 1.44 (dddd, J=13, 13, 13, 3 Hz, 2H), 1.13 (dddd, J=13, 13, 13, 3 Hz, 2H).

Provenance & Evidence