Potassium Iodide → HCID 18327332, compound

Participants

Reaction Steps

A mixture of the product from Step B (331 mg, 0.94 mmol), N-(3-chloropropyl)piperidine hydrochloride (666 mg, 1.88 mmol), potassium carbonate (260 mg, 1.88 mmol) and potassium iodide (312 mg, 1.88 mmol) in THF/H2O (3:1 mixture, 40 mL) was heated under reflux for 17 h. The reaction mixture was cooled to room temperature and diluted with EtOAc. The organic solution was washed with sat'd aq NaHCO3, sat'd aq brine, dried and concentrated. The crude residue was chromatographed on SiO2-gel using a solvent gradient of 100% EtOAc to EtOAc/NEt3 (10:1) to give the product as a yellow oil. API-MS: 441 (M+1). 1H NMR (300 MHz, CDCl3): d 7.8 (d, 1 H), 7.3 (t, 1 H), 7.1 (d, 1 H), 4.03 (t, 2 H), 4.9 (s, 3 H), 3.9 (m), 2.7 (s, 3 H), 2.3 (m), 1.8-1.2 (m).

Provenance & Evidence