Sodium Methoxide → 5-(2-(Methylthio)ethoxy)pyrimidin-2-amine

N-{5-[2-(Methylthio)ethoxy]pyrimidin-2-yl}hexanamide (6.8 g, 24 mmol) was suspended in methanol (68 mL), the suspension was added with sodium methoxide (1 M solution in methanol, 120 mL, 120 mmol), the substances in the suspension were dissolved on an oil bath at 60° C., and the solution was stirred at the same temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, the resulting residue was extracted with chloroform and water, and the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The resulting residue was washed with ether-hexane, and taken by filtration to obtain 5-[2-(methylthio)ethoxy]pyrimidin-2-amine (2.93 g, 59%) as pale yellow solid.

1. dissolutionthe substances in the suspension were dissolved on an oil bath at 60° C.
2. concentrationThe reaction mixture was concentrated under reduced pressure
3. extractionthe resulting residue was extracted with chloroform and water
4. washthe organic layer was washed with saturated brine
5. dry with materialdried over anhydrous sodium sulfate
6. concentrationconcentrated under reduced pressure
7. washThe resulting residue was washed with ether-hexane
8. filtrationtaken by filtration

ORD record

ord-fd57dddc7c0d47a08791db60b19b101f

Source dataset

uspto-grants-2010_09

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07790737B2