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HRID 1268987作成日:2026年10月25日

Water → (5R)-3-[3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5-(azidomethyl)oxazolidin-2-one

https://huagongshe.com/reaction/1268987

反応式

関与物質

役割名称HCID仕込み量
反応物WaterHCID 962—
反応物Ethyl AcetateHCID 8857—
反応物Sodium AzideHCID 33557—
反応物(5R)-3-[3-fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]-2-oxo-1,3-oxazolidin-5-ylmethyl methanesulfonateHCID 21356562—
触媒18-Crown-6HCID 28557—
溶媒DimethylformamideHCID 6228—
生成物(5R)-3-[3-Fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]-5-(azidomethyl)oxazolidin-2-oneHCID 5884097771.7%

反応条件

温度90 °C

反応手順

Sodium azide (0.596 g, 9.08 mmol) and 18-crown-6 (0.025 g, 0.095 mmol) were added to a solution of (5R)-3-[3-fluoro-4-(4-methyl-1H-imidazol-1-yl)phenyl]-2-oxo-1,3-oxazolidin-5-ylmethyl methanesulfonate (WO 01/81350) (3.161 g, 8.56 mmol) in DMF (8.5 ml). The reaction mixture was heated to 90° C. under an atmosphere of nitrogen for 19 h. It was poured into a mixture of ethyl acetate and water and was extracted three times with ethyl acetate. The combined organic layers were washed once with brine, dried over sodium sulfate, filtered and the solvent was removed under vacuum to give 1.94 g of product as a white solid.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07199143B2
出典データセットuspto-grants-2007_04
ORD IDord-7b032021c5a948699dc670edcba416a4
出典メモuspto-grants-2007_04