Isopropyl iodide → 5-Bromo-1-isopropylpyridin-2(1H)-one

Temperature

22.5 °C

t-BuOK (32.2 g) was added to the suspension of 5-bromo-2(1H)-pyridone (50 g) in DME (500 ml). The mixture was stirred for 30 minutes. To the mixture was added K2CO3 (27.8 g) and 2-iodopropane (81.6 g). The reaction mixture was refluxed with stirring for 3 hours. The above mixture was cooled to 20-25° C. The precipitated salt was removed by filtration and washed with DME (100 ml). Evaporation of solvent in vacuo gave solidly residue. The residue was dissolved in CHCl3 (150 ml). The solution was washed with 0.1N HCl and brine, and dried over MgSO4. Evaporation of solvent in vacuo gave solidly residue. To the residue was added n-hexane (150 ml) to pulverize the residue. The precipitate was collected by filtration and dried in vacuo to give 5-bromo-1-isopropyl-2(1H)-pyridone (41.2 g).

1. temperatureThe reaction mixture was refluxed
2. stirringwith stirring for 3 hours
3. customThe precipitated salt was removed by filtration
4. washwashed with DME (100 ml)
5. customEvaporation of solvent in vacuo
6. customgave solidly residue
7. washThe solution was washed with 0.1N HCl and brine
8. dry with materialdried over MgSO4
9. customEvaporation of solvent in vacuo
10. customgave solidly residue
11. filtrationThe precipitate was collected by filtration
12. customdried in vacuo

ORD record

ord-2903f74a8390406abb5b413434d6cc02

Source dataset

uspto-grants-2008_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07407961B2