Methanol → Methyl 2-bromopyridine-3-carboxylate

H2SO4 (0.6 mL) was added to a solution of 2-bromonicotinic acid (1.5 g, 7.43 mmol, 1.00 eq.) in MeOH (20 mL). The resulting solution was stirred for 5 hours while the temperature was maintained at reflux in an oil bath. The mixture was cooled to room temperature and concentrated under vacuum. The resulting solution was diluted with EtOAc (50 mL) and the pH of the solution was adjusted to 10 with Na2CO3 (20%). The resulting organic layer was washed with water (1×50 mL) and saturated aqueous NaCl (2×100 mL), dried over anhydrous Na2SO4, and concentrated under vacuum to yield 2-bromonicotinic acid methyl ester (1.1 g) as a yellow liquid.

1. temperaturewas maintained
2. temperatureat reflux in an oil bath
3. concentrationconcentrated under vacuum
4. additionThe resulting solution was diluted with EtOAc (50 mL)
5. washThe resulting organic layer was washed with water (1×50 mL) and saturated aqueous NaCl (2×100 mL)
6. dry with materialdried over anhydrous Na2SO4
7. concentrationconcentrated under vacuum

ORD record

ord-80e78d1b49784da2af9a773afb896797

Source dataset

uspto-grants-2013_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08530663B2