참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|
| 반응물 | Potassium Carbonate | HCID 11430 | — |
| 반응물 | (S)-(2-oxooxazolidin-4-yl)methyl 4-methylbenzenesulfonate | HCID 11032956 | — |
| 반응물 | n-(5-Tert-butylthiazol-2-yl)-5-chloro-2-methoxybenzamide | HCID 87094486 | — |
| 촉매 | Tetraethylammonium Iodide | HCID 6225 | — |
| 촉매 | Tetrabutylammonium Iodide | HCID 67553 | — |
| 촉매 | Tetrabutylammonium hydrogen sulfate | HCID 94433 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | HCID 178490676 | HCID 178490676 | 42.9% |
반응 단계
A mixture of Example 244A (180 mg, 0.55 mmol), (S)-(2-oxo-oxazolidin-4-yl)methyl 4-methylbenzenesulfonate (180 mg, 0.67 mmol), potassium carbonate (153 mg, 1.1 mmol), tetrabutylammonium iodide (10 mg, 0.03 mmol), tetrabutylammonium hydrogen sulfate (10 mg, 0.03 mmol) and tetraethylammonium iodide (10 mg, 0.04 mmol) in toluene (35 mL) was refluxed for 14 h. The mixture was washed with water, brine, dried with MgSO4, filtered, and concentrated under reduced pressure. The residue was purified by chromatography over silica gel (EtOAc as eluent) to afford 100 mg of the title compound. 1H NMR (300 MHz, CDCl3) δ ppm 1.36 (s, 9H), 3.92 (s, 3H), 4.11-4.26 (m, 2H), 4.30-4.41 (m, 2H), 4.57 (t, J=8.6 Hz, 1H), 6.33 (s, 1H), 6.62 (s, 1H), 6.93 (d, J=8.8 Hz, 1H), 7.35 (dd, J=9.0, 2.9 Hz, 1H), 7.79 (d, J=2.7 Hz, 1H). MS (DCI/NH3) m/z 424 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| 특허 번호 | US08841334B2 |
|---|
| 출처 데이터셋 | uspto-grants-2014_09 |
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| ORD ID | ord-b5210208848d4ae0aced843378dcc55f |
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| 출처 메모 | uspto-grants-2014_09 |
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