3-Cyano-4-methoxyphenylboronic acid pinacol ester synthesis
- Product Name:3-Cyano-4-methoxyphenylboronic acid pinacol ester
- CAS Number:1220219-22-6
- Molecular formula:C14H18BNO3
- Molecular Weight:259.11
144649-99-0
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Yield:1220219-22-6 92%
Reaction Conditions:
with potassium acetate;dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH2Cl2 in 1,4-dioxane at 80; for 18 h;
Steps:
I-2.1
2-Methoxy-5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)benzonitrile: To a solution of 2-methoxy-5-bromobenzonitrile (5.0 g, 23.6 mmol) in /?-dioxane (125 mL), bis(pinacolato)diborane (9.0 g, 35.4 mmol), KOAc ( 7.0 g, 71.3 mmol), and Pd(dppf)Cl2 ( 0.863 g, 1.17 mmol) were added. The resulting mixture was stirred for 18 h at 80 °C. The cooled reaction crude was diluted with 1200 mL EtOAc, washed with H20 and brine, dried (Na2S04), filtered, and concentrated in vacuo. The residue was purified by column chromatography on Si02 (Hexanes/EtOAc) to afford the title compound (5.6 g, 92%).
References:
WO2011/46970,2011,A1 Location in patent:Page/Page column 92; 93
933672-32-3
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