Huagongshe화공사 화학 정보 인쇄 보고서 · 연구 참고용
Cesium carbonate → 2-Methoxy-4-((6-(trifluoromethyl)pyridin-3-yl)methoxy)pyridine
참여 물질
| 역할 | 이름 | HCID | 투입량 |
|---|---|---|---|
| 반응물 | Cesium carbonate | HCID 10796 | — |
| 반응물 | 3,4,7,8-Tetramethyl-1,10-phenanthroline | HCID 74265 | — |
| 반응물 | 6-(Trifluoromethyl)pyridine-3-methanol | HCID 3613895 | — |
| 반응물 | 4-Bromo-2-methoxypyridine | HCID 14062309 | — |
| 촉매 | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| 용매 | Toluene | HCID 1140 | — |
| 생성물 | 2-Methoxy-4-((6-(trifluoromethyl)pyridin-3-yl)methoxy)pyridine | HCID 57514759 | 72.4% |
반응 단계
4-Bromo-2-methoxypyridine (3.06 g, 16.2 mmol), (6-(trifluoromethyl)pyridin-3-yl)methanol (2.74 g, 15.5 mmol), 3,4,7,8-tetramethylphenanthroline (0.36 g, 0.15 mmol), CuI (0.14 g, 0.74 mmol) and Cs2CO3 (7.57 g, 23.2 mmol) were combined in toluene (15 mL) and heated to reflux under a nitrogen atmosphere for 16 h. Upon cooling the mixture was purified by flash column chromatography (silica gel, hexanes/EtOAc, 1:0 to 1:1) to provide the title compound (3.19 g, 72%) as a red oil: 1H NMR (300 MHz, CDCl3) δ 8.78 (s, 1H), 8.02 (d, J=5.9 Hz, 1H), 7.95 (d, J=8.1 Hz, 1H), 7.32 (d, J=8.0 Hz, 1H), 6.55 (dd, J=5.9, 2.2 Hz, 1H), 6.26 (d, J=2.2 Hz, 1H), 5.16 (s, 2H), 3.93 (s, 3H).
출처 및 근거
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 특허 번호 | US08629158B2 |
| 출처 데이터셋 | uspto-grants-2014_01 |
| ORD ID | ord-809c143a485b4ac1bf415fd6424c117e |
| 출처 메모 | uspto-grants-2014_01 |