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Acetic Acid → 5-Methyl-2-{4-[3-(6-methylpyridin-2-yl)prop-2-ynylidene]piperidin-1-yl}cyclopent-2-en-1-one
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Acetic Acid | HCID 176 | — |
| 反応物 | 3-Methyl-1,2-cyclopentanedione | HCID 61209 | — |
| 反応物 | 2-Methyl-6-(3-piperidin-4-ylideneprop-1-ynyl)pyridine | HCID 87550402 | — |
| 溶媒 | Ethanol | HCID 702 | — |
| 生成物 | 5-Methyl-2-{4-[3-(6-methylpyridin-2-yl)prop-2-ynylidene]piperidin-1-yl}cyclopent-2-en-1-one | HCID 25181923 | — |
反応手順
A mixture of the Compound of Example 3 (500 mg, 2.36 mmol), 3-methyl-1,2-cyclopentanedione (350 mg, 3.11 mmol), acetic acid (0.18 mL, 3.11 mmol) in ethanol (10 mL) was refluxed for 8 h. The reaction mixture was evaporated, poured into water and extracted with EtOAc. The combined organic layers were washed with brine, dried on Na2SO4 and evaporated to dryness in vacuo to afford a residue, which was purified by automated flash liquid chromatography (Horizon™-Biotage) eluting with Petroleum Ether-EtOAc 85:15, affording the title product as a brown solid.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US08518916B2 |
| 出典データセット | uspto-grants-2013_08 |
| ORD ID | ord-6180f48b8c914cc6a17af5fac2fa0775 |
| 出典メモ | uspto-grants-2013_08 |