Methanesulfonyl chloride → (5R)-3-[3-fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]-2-oxo-1,3-oxazolidin-5-ylmethyl methanesulfonate

(5R)-3-(3-Fluoro-4-(4-methylimidazol-1-yl)phenyl)-5-hydroxymethyloxazolidin-2-one (11.8 g, 40.5 mM) was stirred in a mixture of pyridine (200 ml) and triethylamine (4.86 g, 48.2 mM) under nitrogen in an ice-bath. Methanesulfonyl chloride (5.16 g, 45 mM) was added dropwise, and the mixture stirred for 2 hours, allowing the temperature to rise to ambient. Solvent was evaporated, and the residue stirred vigorously with a mixture of aqueous sodium bicarbonate (5%, 200 ml) and isohexane (200 ml). The precipitate was filtered, washed with water then isohexane, and dried. The residue was recrystallised from hot acetone (200 ml) by dilution with isohexane (300 ml) to give the title product (11.7 g), mp 151–153°.

1. customSolvent was evaporated
2. stirringthe residue stirred vigorously with a mixture of aqueous sodium bicarbonate (5%, 200 ml) and isohexane (200 ml)
3. filtrationThe precipitate was filtered
4. washwashed with water
5. dry with materialisohexane, and dried
6. customThe residue was recrystallised from hot acetone (200 ml) by dilution with isohexane (300 ml)

ORD 기록

ord-8a9aa25f9a9540b5bfda172461fe0da2

출처 데이터셋

uspto-grants-2006_11

DOI

10.6084/m9.figshare.5104873.v1

특허 번호

US07141583B2