ChemicalBook CAS DataBase List 3-(4-METHOXYPHENYL)PYRIDINE

3-(4-METHOXYPHENYL)PYRIDINE synthesis

15synthesis methods

Product Name:3-(4-METHOXYPHENYL)PYRIDINE
CAS Number:5958-02-1
Molecular formula:C12H11NO
Molecular Weight:185.22

623-12-1 Synthesis

623-12-1
273 suppliers
$10.00/25g

59020-10-9
81 suppliers
$7.00/1g

5958-02-1
41 suppliers
inquiry

Yield: 92%

Reaction Conditions:

with copper(l) iodide;C₅₂H₆₇ClFeNPPd;cesium fluoride in N,N-dimethyl-formamide at 110; for 12 h;Inert atmosphere;Stille Cross Coupling;

Steps:

General procedure for the reaction of alkylstannylpyridineswith aryl halides
General procedure: Aryl halide (0.5 mmol), base (1 mmol), CuI (20 mol %), alkylstannylpyridine(0.75 mmol), and catalyst (1 mol %) were dissolvedin DMF (2 mL) in a 10 mL vial and heated at a specific temperatureunder N2 for 12 h. After the reaction was complete, and thenquenched with water. The mixture was diluted with ethyl acetate(10 mL), filtered through a pad of Celite, and followed by extractionwith ethyl acetate for three times. The combined organic layer wasdried over anhydrous Na2SO4, filtered, and evaporated under reducedpressure. The residual was purified by flash chromatographyon silica gel (ethyl acetate/hexane) to give the desired product.

References:

Ma, Gaizhi;Leng, Yuting;Wu, Yusheng;Wu, Yangjie [Tetrahedron,2013,vol. 69,# 2,p. 902 - 909]

626-55-1 Synthesis