2-Amino-5-bromopyridine → 2-Amino-5-methoxypyridine

Temperatur

160 °C

Add 2-amino-5-bromopyridine (5.0 g, 29 mmol) to a freshly prepared solution of sodium methoxide (1.3 g, 58 mmol) in methanol (50 mL) and then add copper powder (1.8 g, 2.9 mmol). Heat and stir the mixture in a sealed tube at 160° C. for 3 days. Cool, filter through celite and concentrate under reduced pressure. Dissolve the residue in dichloromethane, then wash with water and saturated aqueous sodium chloride. Dry over magnesium sulfate, concentrate under reduced pressure, and subject the residue to silica gel chromatography, eluting with hexane/ethyl acetate; 3:1 to 0:1 to provide the title compound (1.5 g).

1. temperatureHeat
2. temperatureCool
3. filtrationfilter through celite
4. concentrationconcentrate under reduced pressure
5. dissolutionDissolve the residue in dichloromethane
6. washwash with water and saturated aqueous sodium chloride
7. dry with materialDry over magnesium sulfate
8. concentrationconcentrate under reduced pressure
9. washeluting with hexane/ethyl acetate

ORD-Eintrag

ord-bd99726427a94798b1afd70ef889ae72

Quelldatensatz

uspto-grants-2011_11

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US08058425B2