Methyl iodide → 5-Bromo-1-methylpyridin-2(1H)-one

Temperature

80 °C

The mixture of 5-bromo-2(1H)-pyridone (200 g) and MeI (324 g) and K2CO3 (318 g) in DME (2 l) was heated at 80° C. with stirring for 2 hours. The above mixture was cooled to room temperature. The precipitated salt was removed by filtration and washed with DME. Evaporation of solvent in the filtrate in vacuo gave oily residue. The residue was portioned to EtOAc and water. The organic layer was separated. Aqueous layer was extracted with EtOAc twice. The combined organic solution was dried over MgSO4. Evaporation of solvent in vacuo gave crystal residue. The residue was pulverized with IPE and n-hexane (1:3, 1000 ml). The precipitate was collected by filtration and dried in vacuo to give 5-bromo-1-methyl-2(1H)-pyridone as white powder (182.5 g).

1. temperatureThe above mixture was cooled to room temperature
2. customThe precipitated salt was removed by filtration
3. washwashed with DME
4. customEvaporation of solvent in the filtrate in vacuo
5. customgave oily residue
6. customThe organic layer was separated
7. extractionAqueous layer was extracted with EtOAc twice
8. dry with materialThe combined organic solution was dried over MgSO4
9. customEvaporation of solvent in vacuo
10. customgave crystal residue
11. filtrationThe precipitate was collected by filtration
12. customdried in vacuo

ORD record

ord-7134ab50781b495faf0282269bce6104

Source dataset

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07407961B2