関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|
| 反応物 | Hydrochloric Acid | HCID 313 | — |
| 反応物 | Thionyl Chloride | HCID 24386 | — |
| 反応物 | 5-Methoxy-5-oxopentanoate | HCID 6993194 | — |
| 反応物 | HCID 23062590 | HCID 23062590 | — |
| 触媒 | Dimethylformamide | HCID 6228 | — |
| 溶媒 | Pyridine | HCID 1049 | — |
| 溶媒 | Chloroform | HCID 6212 | — |
| 生成物 | HCID 23125711 | HCID 23125711 | 85.2% |
反応手順
Monomethyl glutarate (3.32 g) is dissolved in chloroform (50 ml) and thereto are added thionyl chloride (1.75 ml) and N,N-dimethylformamide (one drop). After stirring for 1.5 hours at the same temperature, the reaction solution is cooled, and thereto are added 3-amino-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide (5.00 g) obtained in Reference Example 80 and pyridine (7.0 ml). After stirring for 2.5 hours at room temperature, the reaction solution is poured into 5% hydrochloric acid and extracted with chloroform. The organic layer is washed successively with saturated brine, a saturated aqueous sodium hydrogen carbonate solution and saturated brine, dried over sodium sulfate, and evaporated to remove the solvent under reduced pressure. The resulting residue is suspended in diisopropyl ether and the precipitates are collected by filtration to give methyl 5-[(2-{[(5-chloropyridin-2-yl)amino]carbonyl}benzofuran-3-yl)amino]-5-oxopentanoate (6.16 g). APCI-MS M/Z:416/418[M+H]+
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 特許番号 | US07605158B2 |
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| 出典データセット | uspto-grants-2009_10 |
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| ORD ID | ord-c3542a4506fc4137b0d2af184aa3883b |
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| 出典メモ | uspto-grants-2009_10 |
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