2-Bromoethanol → 2-(5-(Methoxymethoxy)-2-methylpyridin-4-yloxy)ethanol

To a solution of 5-(methoxymethoxy)-2-methylpyridin-4(1H)-one (1.28 g, 7.56 mmol) in N,N′-dimethylformamide (19 mL), potassium carbonate (2.10 g, 15.1 mmol) and 2-bromoethanol (804 μL, 11.3 mmol) were added sequentially, and the resultant mixture was stirred at 90° C. overnight. After completion of the reaction, the reaction solution was concentrated in vacuo. The obtained residue was dissolved in chloroform/methanol, solid substance was filtered, and the filtrate was concentrated in vacuo. The obtained residue was purified using column chromatography (hexane/acetone) and 2-(5-(methoxymethoxy)-2-methylpyridin-4-yloxy)ethanol was obtained as an orange oil (900 mg, yield 56%).

1. customAfter completion of the reaction
2. concentrationthe reaction solution was concentrated in vacuo
3. dissolutionThe obtained residue was dissolved in chloroform/methanol
4. filtrationsolid substance was filtered
5. concentrationthe filtrate was concentrated in vacuo
6. customThe obtained residue was purified

ORD record

ord-c92aaa724a7842948e442ae386b4ad86

Source dataset

uspto-grants-2012_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08153634B2