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Piperidine → 7-Amino-5-phenyl-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Piperidine | HCID 8082 | — |
| 反応物 | Malononitrile, benzylidene- | HCID 17608 | — |
| 反応物 | 2-(1H-Pyrazol-3-yl)acetonitrile | HCID 178510848 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 7-Amino-5-phenyl-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile | HCID 59263792 | 14.3% |
反応手順
To a stirred solution of (1H-Pyrazol-3-yl)-acetonitrile (100 mg, 0.93 mM) from Step C of Preparative Example 3, in absolute EtOH (4.7 mL) at 25° C. was added benzylidene malononitrile (144 mg, 0.93 mM) and piperidine (0.009 mL, 0.09 mM). The mixture then refluxed for 1.0 hr. The solvent evaporated. Chromatography on silica gel (60×2.5 cm) with CH2Cl2 afforded 7-Amino-5-phenyl-pyrazolo[1,5-a]pyridine-4,6-dicarbonitrile (34.6 mg, 14%) LCMS: MH+=260; HRMS: m/z 260.0938 (MH+), Calcd. C15H9N5: m/z 260.0936; δC (DMSO) CH: 99.0, 128.5, 128.5, 128.8, 128.8, 129.8, 145.4; C: 75.4, 86.9, 115.5, 116.0, 134.8, 138.9, 148.1, 149.4.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07700773B2 |
| 出典データセット | uspto-grants-2010_04 |
| ORD ID | ord-6c629b1585404d61bdac8bd3a84049a5 |
| 出典メモ | uspto-grants-2010_04 |