Morpholine → HCID 89601598, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(2,6-dichloro-4-prop-1-ynyl-phenyl)-3-methoxy-5-(2-pyridylmethyl)cyclopent-2-en-1-one (41 mg, 0.106 mmol) and morpholine (1 ml) were heated at 10°C. for 4 hours. The reaction was cooled to room temperature and evaporated to dryness under reduced pressure. The residue was partitioned between EtOAc (10 ml) and saturated aqueous NH4Cl (10 ml). The organic phase was washed with further saturated aqueous NH4Cl (5 ml), brine (5 ml), dried over MgSO4, filtered and evaporated to dryness under reduced pressure. The crude product was purified on the FractionLynx to give the desired product (14 mg, 36%). 1H NMR (400 MHz, CDCl3) δ ppm 8.50 (d, 1H), 7.85 (dd, 1H), 7.40 (d, 1H), 7.35-7.30 (m, 3H), 6.10 (br, 1H), 3.40-3.25 (m, 3H), 3.05 (dd, 1H), 2.40 (dd, 1H), 2.05 (s, 3H).

Provenance & Evidence