Phosphorus oxychloride → 3,5-Dibromo-4-chloropyridine

Temperature

100 °C

To 3,5-dibromo-4-(1H)-pyridone (0.25 g, 1.0 mmol) was added POCl3 (2 mL) and the mixture was heated at 100° C. for 2 h. The mixture was poured into ice/water (25 g) and basified by the addition of a saturated solution of sodium hydrogen carbonate. The mixture was extracted with CH2Cl2 (2×20 mL), the combined organic extracts were washed with brine (25 mL), dried (MgSO4) and concentrated under reduced pressure to furnish the title compound as a white solid (275 mg, 100%), m.p. 101-103° C.; m/z 272 (100%, [M+H]+);

1. extractionThe mixture was extracted with CH2Cl2 (2×20 mL)
2. washthe combined organic extracts were washed with brine (25 mL)
3. dry with materialdried (MgSO4)
4. concentrationconcentrated under reduced pressure

ORD record

ord-28ae61243d2c484a94b2d4a9c59277a2

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08778925B2