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ChemicalBook CAS DataBase List 2-Bromo-6-phenylpyridine

2-Bromo-6-phenylpyridine synthesis

13synthesis methods
-

Yield: 80%

Reaction Conditions:

with (+/-)-7-(2,3-diacetoxypropyl)theophylline;palladium diacetate;lithium carbonate in water at 120; for 0.166667 h;Microwave irradiation;Green chemistry;Suzuki-Miyaura Coupling;

Steps:

Suzuki-Miyaura couplings were performed in glass tubes suitable for
General procedure: Suzuki-Miyaura couplings were performed in glass tubes suitable for microwave. Halopyridines (0.44 mmol), phenyl boronic acid (65.17 mg, 0.53 mmol), Li2CO3 (63.7 mg, 0.89 mmol), 1 mol % of Pd(OAc)2 (1 mg, 4.45 ϰ 10-3 mol), and 2 mol % of the corresponding ligand in 3 mL of distilled water. The mixtures were stirred and heated at 120 °C under microwave radiation during 10 min with a ramp of 1 min in a CEM Discover reactor coupled to a CEM Explorer robotic system. The resulting reaction mixture was cooled to room temperature and the mixture extracted with CH2Cl2 (3 ϰ 2 mL), the organic phase was treated with anhydrous Na2SO4 after filter over celite and analyzed by Gas Chromatography (GC-MS) on an Agilent 6890N GC with a 30.0 m DB-1MS capillary column coupled to an Agilent 5973 Inert Mass Selective detector. Additional experiments of catalysis were carried out under the same reaction conditions using different bases Na2CO3, K2CO3, Li2CO3, Cs2CO3, Rb2CO3, NaOH, KOH, Et3N, and DIPEA.

References:

Conelly-Espinosa, Patricia;Toscano, Ruben A.;Morales-Morales, David [Tetrahedron Letters,2014,vol. 55,# 42,p. 5841 - 5845]

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