참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 3-Methyl-4-(methylthio)phenol | HCID 18391 | — |
| 반응물 | HCID 178523807 | HCID 178523807 | — |
| 용매 | Dimethylformamide | HCID 6228 | — |
| 생성물 | HCID 178503267 | HCID 178503267 | 54.9% |
반응 단계
2-Chloro-5-fluoro-N-(trans-4-hydroxy-cyclohexyl)-nicotinamide (150 mg, 0.55 mmol), 4-methylsulfanyl-3-methyl-phenol (85 mg, 0.55 mmol) and caesium carbonate (358 mg, 1.10 mmol) were suspended in DMF (2 ml) and the reaction was heated to 55° C. and stirred at this temperature under nitrogen for 18 h. The reaction was quenched with sat. ammonium chloride solution (1.5 ml) and water (1.5 ml) and the organic phase was collected by passing the mixture through a chemelute™ cartridge, washing with ethyl acetate. The solvent was removed on a Genevac™ and the residue was purified by flash column chromatography on silica gel eluting with a solvent gradient of dichloromethane:methanol (100:0 changing to 96:4, by volume) to give 5-fluoro-N-(trans-4-hydroxy-cyclohexyl)-2-(4-methylsulfanyl-3-methyl-phenoxy)-nicotinamide (118 mg) as an off-white foam.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| 특허 번호 | US07141586B2 |
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| 출처 데이터셋 | uspto-grants-2006_11 |
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| ORD ID | ord-d5add661b5a34e4f9f8fda041b6a7238 |
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| 출처 메모 | uspto-grants-2006_11 |
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