関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | 2-Amino-5-methylpyridine | HCID 15348 | — |
| 反応物 | Sodium Bicarbonate | HCID 516892 | — |
| 反応物 | Trimethylaluminum hexane | HCID 86584505 | — |
| 反応物 | HCID 178499199 | HCID 178499199 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | HCID 178426582 | HCID 178426582 | 61.6% |
反応手順
2-Amino-5-methylpyridine (81 mg) is dissolved in chloroform (5 ml). After adding 0.98 M trimethyl aluminum-hexane solution (763 μl) under ice-cooling, the reaction solution is stirred under ice-cooling for 10 minutes, and then at room temperature for 0.5 hours. To the resulting reaction solution is added methyl 3-({[trans-4-(3-oxomorpholin-4-yl)cyclohexyl]carbonyl}amino)furo[3,2-b]pyridine-2-carboxylate (150 mg) obtained in Reference Example 79, and the mixture is stirred at room temperature for 2 hours and at 50° C. under heating for 5 hours. To the reaction solution is added 10% hydrochloric acid (3 ml) under ice-cooling, and the mixture is stirred at room temperature for 0.5 hours. The reaction solution is then neutralized by adding saturated aqueous sodium hydrogen carbonate solution, and extracted with chloroform. The organic layer is washed with saturated brine, dried over sodium sulfate, and the solvent is evaporated under reduced pressure. The residue is purified by NH-silica gel column chromatography (eluent: ethyl acetate followed by ethyl acetate/methanol=10/1). The resulting solid is suspended in diethyl ether, and collected by filtration to give the title compound (110 mg).
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07737161B2 |
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| 出典データセット | uspto-grants-2010_06 |
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| ORD ID | ord-eae17f8ebaf8493a9c5aabf38ce0cd74 |
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| 出典メモ | uspto-grants-2010_06 |
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