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HRID 272916作成日:2026年10月26日

Potassium Carbonate → 4-{4-[2-(1-Methylpyrrolidin-2-yl)ethoxy]phenyl}tetrahydro-pyran-4-carbonitrile

https://huagongshe.com/reaction/272916

反応式

関与物質

役割名称HCID仕込み量
反応物Potassium CarbonateHCID 11430—
反応物2-(2-Chloroethyl)-1-methylpyrrolidineHCID 285093—
反応物4-(4-Hydroxy-phenyl)-tetrahydro-pyran-4-carbonitrileHCID 23091609—
溶媒DimethylformamideHCID 6228—
生成物4-{4-[2-(1-Methylpyrrolidin-2-yl)ethoxy]phenyl}tetrahydro-pyran-4-carbonitrileHCID 5983738515%

反応手順

4-(4-Hydroxy-phenyl)-tetrahydro-pyran-4-carbonitrile (1.0 g, 4.9 mmol), 2-(2-chloro-ethyl)-1-methyl-pyrrolidine (722 mg, 3.90 mmol), DMF (20 ml) and K2CO3 (2.71 g, 19.60 mmol) were reacted together according to general procedure E. The organic phase was washed with 2M NaOH (3×20 ml), water (2×20 ml), dried over MgSO4, fitered and concentrated in vacuo at 35° C. and purified by prep TLC, eluting with DCM:MeOH:NH3 (95:5:3), to provide the title compound (180 mg, 15%) as a yellow oil. 1H NMR (400 MHz, CDCl3), δ 7.38 (d, 2H), 6.93 (d, 2H), 4.12-4.03 (m, 4H), 3.89 (td, 2H), 3.08 (m, 1H), 2.35 (s, 3H), 2.29-1.94 (m, 8H), 1.85-1.65 (m, 2H), 1.62-1.50 (m, 2H).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07456164B2
出典データセットuspto-grants-2008_11
ORD IDord-5715f67e66d746959f3dac0a72bf0d79
出典メモuspto-grants-2008_11