Chloromethyl Methyl Ether → HCID 86674221, compound

Participants

Reaction Steps

To a mixture of 4-(5-bromo-3-nitropyridin-2-yl)phenol (280 mg, 0.95 mmol) and DIPEA (360 mmg, 2.85 mmol) in 5 mL of dry DCM at 0° C. was added dropwise chloro(methoxy)methane (210 mg, 1.9 mmol). The reaction was warmed to rt and stifling was continued for 3 h and the diluted with EtOAc (30 mL), washed with water (3×30 mL) and dried over MgSO4. Solvent was removed under reduced pressure and the residue was purified by silica chromatography (EtOAc in hexane, 5% to 35%) to afford 5-bromo-2-(4-(methoxymethoxy)phenyl)-3-nitropyridine as a yellow wax (260 mg, 80%). MS (ESI) m/z [M+H]+339, 341.

Provenance & Evidence