Chloromethyl ethyl ether → 2-(4,6-dimethoxypyrimidin-2-yl)-N-methoxymethyl-3-methyl-N-methylsulfonylbutyric acid amide

2.0 of 2-(4,6-dimethoxypyrimidin-2-yl)-3-methyl-N-methylsulfonylbutyric acid amide was placed in a round bottom flask, and was dissolved in 50 ml of DMF. To the resultant solution, was gradually added 0.28 g of 60% sodium hydride, and the mixture was stirred at room temperature for one hour. Thereafter, 1.0 g of chloromethyl ethyl ether was added dropwise to the resultant mixture, and the mixture was stirred at room temperature for 2 hours. The reaction mixture was then poured into ice water, and was extracted with 200 ml of diethyl ether, followed by drying with anhydrous sodium sulfate. After filtrating the inorganic salt, the solvent was distilled off under reduced pressure. An only product thus obtained was purified by silica gel column chromatography (developing solvent: N-hexane/ethyl acetate=10/1) to obtain 1.8 g of the aimed product of colorless transparent viscous liquid (yield=78.3%) having a refractive index (n20/D) of 1.4976.

1. stirringthe mixture was stirred at room temperature for 2 hours
2. extractionwas extracted with 200 ml of diethyl ether
3. dry with materialby drying with anhydrous sodium sulfate
4. filtrationAfter filtrating the inorganic salt
5. distillationthe solvent was distilled off under reduced pressure
6. customAn only product thus obtained
7. customwas purified by silica gel column chromatography (developing solvent: N-hexane/ethyl acetate=10/1)

ORD-Eintrag

ord-b68c3be258a141f9ab74387b65549ad7

Quelldatensatz

uspto-grants-1995_05

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05411934