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HRID 1692873作成日:2026年10月27日

Dimethylformamide → 2-chloro-6-morpholin-4-yl-9-(tetrahydropyran-2-yl)-9H-purine-8-carbaldehyde

https://huagongshe.com/reaction/1692873

反応式

関与物質

役割名称HCID仕込み量
反応物DimethylformamideHCID 6228—
反応物4-(2-Chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)morpholineHCID 13462946—
反応物ButyllithiumHCID 178418339—
溶媒TetrahydrofuranHCID 8028—
生成物2-chloro-6-morpholin-4-yl-9-(tetrahydropyran-2-yl)-9H-purine-8-carbaldehydeHCID 5960346452%

反応条件

温度-78 °C

反応手順

To a solution of 4-(2-chloro-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)morpholine (1.96 g, 6.05 mmol) in THF (75 mL) was a 2.5 M solution of n-BuLi in hexanes (3.2 mL, 7.9 mmol) at −78° C. The reaction mixture was then stirred at −78° C. for 45 minutes. DMF (0.94 mL, 12.1 mmol) was then added. The resulting mixture was stirred at −78° C. for 2 hours before being poured slowly onto ice. The mixture was then extracted three times with DCM. The combined extracts were washed with water, dried over sodium sulfate and concentrated. The crude product was purified by flash chromatography (25% EtOAc in heptane) to give the title compound (1.1 g, 52%). LCMS: M+H+=352.2.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08158625B2
出典データセットuspto-grants-2012_04
ORD IDord-e94d3b798b994686aeaffefe6aaaee63
出典メモuspto-grants-2012_04