3-Hydroxypyridine → 3-(2-Methoxy-ethoxy)-2-nitro-5-(pyridine-3-yloxy)-pyridine

Participants

Reaction Conditions

Reaction Steps

5-Chloro-3-(2-methoxy-ethoxy)-2-nitro-pyridine (2.6 mmol) is dissolved in DMF (12 ml), 3-hydroxypyridine (3 eq.) and K2CO3 (4 eq.) is added. The reaction is heated to 120° C. in the microwave for 45 min. The solvent is removed in vacuo and dissolved in water (200 ml) and extracted with methyl-tert.-butyl ether. The combined organic layers are washed with brine, dried over MgSO4 and the solvent is removed in vacuo. 3-(2-Methoxy-ethoxy)-2-nitro-5-(pyridine-3-yloxy)-pyridine is obtained after column chromatography (heptane/ethyl acetate) as yellow oil in a yield of 20%. HPLC (method C): 1.23 min; LC-MS (method A): 1.18 min, 292.15 (MH+).

Provenance & Evidence