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	3,4-Dibromo-2-methoxypyridine	HCID 13479763	—
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-BromoBromo-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 chromography (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	US09296743B2
출처 데이터셋	uspto-grants-2016_03
ORD ID	ord-2a6b966a1eba4995b56a76c5b469d498
출처 메모	uspto-grants-2016_03