Cesium fluoride → Methyl 2'-fluoro-5'-(methyloxy)-2-(tetrahydro-2H-pyran-2-yloxy)-1,1'-biphenyl-4-carboxylate

関与物質

役割	名称	HCID	仕込み量
反応物	Cesium fluoride	HCID 25953	—
反応物	2-Fluoro-5-methoxyphenylboronic acid	HCID 4157211	—
反応物	Methyl 4-bromo-3-(tetrahydropyran-2-yloxy)benzoate	HCID 16747841	—
触媒	HCID 178418397	HCID 178418397	—
溶媒	1,2-Dimethoxyethane	HCID 8071	—
生成物	Methyl 2'-fluoro-5'-(methyloxy)-2-(tetrahydro-2H-pyran-2-yloxy)-1,1'-biphenyl-4-carboxylate	HCID 57707262	71.8%

反応条件

温度	90 °C

反応手順

To a 2 dram vial charged with 2-fluoro-5-methoxyphenylboronic acid (available from Aldrich) (3.17 g, 18.7 mmol), tetrakis(triphenylphosphine)palladium (0) (0.719 g, 0.622 mmol), cesium fluoride (1.15 mL, 31.1 mmol), and 26.2 (1.96 g, 6.22 mmol), was added DME (20 mL). The reaction mixture was then heated at 90° C. overnight. The reaction was allowed to cool and then filtered and concentrated. The crude product was purified by combiflash (0 to 10% EtOAc/hexanes) yielding 26.3 (1.61 g, 71.8% yield).

情報源と証拠

DOI	10.6084/m9.figshare.5104873.v1
特許番号	US08030354B2
出典データセット	uspto-grants-2011_10
ORD ID	ord-72bfed00d73443308d9f04a6536efbb6
出典メモ	uspto-grants-2011_10