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HRID 8379作成日:2026年10月25日

Piperidine → 2-[4-[4-Piperidinobut-1-ynyl]phenyl]-7-methylimidazo[1,2-a]pyridine

https://huagongshe.com/reaction/8379

反応式

関与物質

役割名称HCID仕込み量
反応物PiperidineHCID 8082—
反応物Potassium CarbonateHCID 11430—
反応物Dichloromethane methanolHCID 21226129—
反応物2-[4-[4-Methanesulfonyloxybut-1-ynyl]phenyl]-7-methylimidazo[1,2-a]pyridineHCID 22015608—
溶媒AcetonitrileHCID 6342—
生成物2-[4-[4-Piperidinobut-1-ynyl]phenyl]-7-methylimidazo[1,2-a]pyridineHCID 10132217103.2%

反応手順

The product of Step C (1.00 g) in acetonitrile (15 mL) was treated with piperidine (0.269 g) and potassium carbonate (1.17 g) and heated at reflux for 18 hours. The reaction mixture was cooled to ambient temperature, washed with water (20 mL), dried over magnesium sulfate, filtered and evaporated to give crude product. Silica gel chromatography (methanol/dichloromethane) afforded the title compound (1.0 g). MS (ESI) m/z 344.1 (M+H+). 1H NMR (DMSO) δ 8.23 (d, J=6.95 Hz, 1 H), 8.15 (s, 1 H), 7.73 (d, J=8.37 Hz, 2 H), 7.25 (d, J=8.34 Hz, 2 H), 7.17 (s, 1 H), 6.58 (dd, J=6.9, 1.45 Hz, 1H), 2.33 (m, 6 H), 2.23 (b, 2 H), 2.18 (s, 3 H). 1.33 (pent, 4 H), 1.21 (pent, 2 H). HRMS: MH+ calcd for C23H26N3, 344.2127; found, 344.2134. Analysis: Calc'd for C23H25N3; C, 80.43; H, 7.34; N, 12.23. Found: C, 80.27; H, 7.15; N, 11.81.

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US07087757B2
出典データセットuspto-grants-2006_08
ORD IDord-6414fe018863447e9a234c42b7b4c928
出典メモuspto-grants-2006_08