Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Cesium carbonate → (S)-methyl 6-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrazine-2-carboxylate
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | (2S)-1,1,1-Trifluoropropan-2-ol | HCID 6999971 | — |
| 반응물 | Methyl 5-bromo-6-(4-chlorophenyl)pyrazine-2-carboxylate | HCID 86619571 | — |
| 용매 | Dimethyl Sulfoxide | HCID 679 | — |
| 생성물 | (S)-methyl 6-(4-chlorophenyl)-5-(1,1,1-trifluoropropan-2-yloxy)pyrazine-2-carboxylate | HCID 66678867 | 77.6% |
반응 단계
To a solution of methyl 5-bromo-6-(4-chlorophenyl)pyrazine-2-carboxylate (0.847 g, 2.59 mmol, Eq: 1.00) in dry DMSO (8 ml) was added cesium carbonate (1.54 g, 2.84 mmol, Eq: 1.1) and (S)-1,1,1-trifluoro-2-propanol (324 mg, 233 μl, 2.84 mmol, Eq: 1.1) and the reaction mixture was stirred at room temperature for 3 hours. The reaction mixture was partitioned between water and ethyl acetate, the phases were separated and the organic phase was dried over MgSO4 evaporated and purified by flash chromatography (silica gel, 100 g, 10% to 50% EtOAc in heptane) to yield the title compound as light yellow oil (0.724 g, 77.6%), MS 361.1 (M+H)+.
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08729105B2 |
| 출처 데이터셋 | uspto-grants-2014_05 |
| ORD ID | ord-53c2aae4c2054c83a67d589b1934e7ba |
| 출처 메모 | uspto-grants-2014_05 |