Tetrahydrofuran → Methyl 6-iodo-5-(2-(thiophen-3-yl)ethoxy)nicotinate

Participants

Reaction Steps

To a solution containing 5-hydroxy-6-iodonicotinate (3.70 g, 13.3 mmol), 2-(3-thienyl)ethanol (1.90 mL, 17.2 mmol), and triphenylphosphine (4.52 g, 17.2 mmol) in tetrahydrofuran (73.3 mL, 903 mmol) was added Diisopropyl azodicarboxylate (3.39 mL, 17.2 mmol) dropwise. The reaction mixture was stirred at RT o/n. The reaction mixture was concentrated and purified by flash chromatography EtOAc/Hex (0-100%) (eluted at 30%) to give methyl 6-iodo-5-(2-(thiophen-3-yl)ethoxy)nicotinate (93.2% yield). MS: (ESI+) 390.1

Provenance & Evidence