2-Chloro-4-cyclopropoxypyridine synthesis

Yield:1209458-93-4 300 mg

Reaction Conditions:

with caesium carbonate;sodium iodide in N,N-dimethyl acetamide at 170 - 180; for 0.833333 h;Microwave irradiation;

Steps:

a (a) 2-chloro-4-cyclopropoxypyridine

To a solution of 2-chloropyridin-4-ol (1 g, 7.75 mmol) in DMA (10 ml) was added bromocyclopropane (2.8 g, 23.2 mmol), Nal (1.16 g, 7.75 mmol) and CS₂CO₃ (5 g, 15.5 mmol). The mixture was stirred at MW 170 °C for 20 minutes, and then MW 180 °C for 30 minutes. The reaction mixture was extracted with EA. The organic layer was dried and concentrated. The residue was purified by flash column chromatography to give 300 mg of 2-chloro-4-cyclopropoxypyridine. 1H NMR (400MHz, CDC1₃) δ = 8.19 (d, J=5.8 Hz, IH), 7.02 (d, J=2.0 Hz, IH), 6.87 (dd, J=2.0, 5.8 Hz, IH), 3.80 (tt, J=3.0, 6.0 Hz, IH), 0.91 - 0.75 (m, 4H).

References:

WO2014/114185,2014,A1 Location in patent:Page/Page column 162