With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.4319-87-3, name is 5-Bromo-4-methoxy-6-methylpyrimidine, molecular formula is C6H7BrN2O, molecular weight is 203.04, as common compound, the synthetic route is as follows.Product Details of 4319-87-3
A microwavable vial was charged with {2-[(diethylamino)carbonyl]-5-fluorophenyl}boronic acid (0.424 g, 1.77 mmol), 5-bromo-4-methoxy-6-methylpyrimidine (0.200 g, 0.985 mmol) of Step A, sodium carbonate (0.313 g, 2.96 mmol), toluene (1.5 mL) and water (0.5 mL). The solution was degassed by purging with nitrogen for 10 minutes. Afterwards, tetrakis(triphenylphosphine)palladium(0) (0.110 g, 0.098 mmol) was added. The vial was sealed and microwaved at 160 C for 10 minutes. The reaction mixture was partitioned between water and ethyl acetate. The aqueous layer was extracted with two further portions of ethyl acetate. The combined organic extracts were washed with brine, dried over Na2S04, filtered and concentrated. The mixture was chromatographed (50-75% ethyl acetate/hexane) to afford N,N-diethyl-4-fluoro-2-(4-methoxy-6- methylpyrimidin-5-yl) benzamide (250 mg, 80%). ‘H NMR (CDCl3,500 MHz) : No. 8.65 (s, 1H); 7.36 (dd, J = 9.2, 6.0 Hz, 1H) ; 7.13 (dt, J = 8.4, 2.6 Hz, 1H); 6.93 (dd, J = 9.1,2.4 Hz, 1H) ; 3.88 (s, 3H), 3.70-2.85 (br, 4H) ; 2.31 (s, 3H); 1.05 (t, J = 7.1 Hz, 3H) ; 0.80 (t, J = 7.2 Hz, 3H). MS (ES) 318(M+1).
At the same time, in my other blogs, there are other synthetic methods of this type of compound,4319-87-3, 5-Bromo-4-methoxy-6-methylpyrimidine, and friends who are interested can also refer to it.
Reference:
Patent; INCYTE CORPORATION; WO2005/105814; (2005); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia