참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Hydrochloric Acid | HCID 313 | — |
| 반응물 | Thionyl Chloride | HCID 24386 | — |
| 반응물 | 5-Methoxy-5-oxopentanoate | HCID 6993194 | — |
| 반응물 | 3-amino-N-(5-chloropyridin-2-yl)benzofuran-2-carboxamide | HCID 23062590 | — |
| 촉매 | Dimethylformamide | HCID 6228 | — |
| 용매 | Pyridine | HCID 1049 | — |
| 용매 | Chloroform | HCID 6212 | — |
| 생성물 | HCID 23125711 | HCID 23125711 | 85.2% |
반응 단계
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]+
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07605158B2 |
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| 출처 데이터셋 | uspto-grants-2009_10 |
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| ORD ID | ord-c3542a4506fc4137b0d2af184aa3883b |
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| 출처 메모 | uspto-grants-2009_10 |
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