Application of 884495-39-0, In the chemical reaction process,reaction time,type of solvent,can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product.An updated downstream synthesis route of 884495-39-0 as follows.
To 5-bromo-2-(methyloxy)-3-pyridinamine (18.93 g) in a round-bottom flask was added nitrogen-purged 1 ,4-dioxane (500 ml) followed by 4,4,4′,4′,5,5,5′,5′-octamethyl-2,2′-bi- 1 ,3,2-dioxaborolane (47.4 g), potassium acetate (27.5 g) and Pd(dppf)CI2-CH2Cl2 adduct (7.61 g). The mixture was then stirred at 80 C under nitrogen for 2 h. The reaction mixture was allowed to cool then partitioned between ethyl acetate and water. The mixture was filtered through a celite pad and the aqueous layer extracted twice with ethyl acetate. The combined organics were washed with water, brine and dried over magnesium sulphate overnight. The residue was purified on 1.5 Kg Silica cartridge, using a 0 – 50 % ethyl acetate:DCM gradient over 10 column volumes. The appropriate fractions were combined and evaporated to dryness. The residue was triturated with cyclohexane, filtered and dried in vacuo to give the title compound as a light pink solid, 1 1.1 g. A second crop was obtained from the filtrate and after drying gave a further portion of the title compound as a light pink solid, 2.95g. LCMS (method B); Rt 0.91 = min, MH+ = 251 .
These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,884495-39-0, its application will become more common.
Reference:
Patent; GLAXO GROUP LIMITED; BALDWIN, Ian Robert; DOWN, Kenneth David; FAULDER, Paul; GAINES, Simon; HAMBLIN, Julie Nicole; JONES, Katherine Louise; JONES, Paul Spencer; LE, Joelle; LUNNISS, Christopher James; PARR, Nigel James; RITCHIE, Timothy John; ROBINSON, John Edward; SIMPSON, Juliet Kay; SMETHURST, Christian Alan Paul; WO2011/67365; (2011); A1;,
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