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HRID 469686作成日:2026年10月25日

Cesium carbonate → 2-Methoxy-4-((6-(trifluoromethyl)pyridin-3-yl)methoxy)pyridine

https://huagongshe.com/reaction/469686

反応式

関与物質

役割名称HCID仕込み量
反応物Cesium carbonateHCID 10796—
反応物3,4,7,8-Tetramethyl-1,10-phenanthrolineHCID 74265—
反応物6-(Trifluoromethyl)pyridine-3-methanolHCID 3613895—
反応物4-Bromo-2-methoxypyridineHCID 14062309—
触媒Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI)HCID 24350—
溶媒TolueneHCID 1140—
生成物2-Methoxy-4-((6-(trifluoromethyl)pyridin-3-yl)methoxy)pyridineHCID 5751475972.4%

反応手順

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).

情報源と証拠

DOI10.6084/m9.figshare.5104873.v1
特許番号US08629158B2
出典データセットuspto-grants-2014_01
ORD IDord-809c143a485b4ac1bf415fd6424c117e
出典メモuspto-grants-2014_01