Methyl iodide → Methyl 5-bromo-1-methyl-6-oxo-1,6-dihydropyridine-3-carboxylate

A mixture of methyl 5-bromo-6-oxo-1,6-dihydropyridine-3-caboxylate (1.5 g, 6.5 mmol) and potassium carbonate (0.99 g, 7.15 mmol) in DMF (25 mL) was stirred at room temperature for 15 min followed by the addition of methyl iodide (0.42 mL, 6.83 mmol). The resulting suspension was stirred at room temperature for 17 h. The mixture was partitioned between ethylacetate and water. The organic phase was separated and the aqueous phase was extracted with ethylacetate. The organic extracts were combined, washed with brine, dried over MgSO4 and concentrated to afford the title compound as a light yellow solid. MS m/z: 246(M+1).

1. stirringThe resulting suspension was stirred at room temperature for 17 h
2. customThe mixture was partitioned between ethylacetate and water
3. customThe organic phase was separated
4. extractionthe aqueous phase was extracted with ethylacetate
5. washwashed with brine
6. dry with materialdried over MgSO4
7. concentrationconcentrated

ORD record

ord-a382c74941614bd3b7572c163f75637e

Source dataset

uspto-grants-2011_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07872009B2