Analyzing the synthesis route of 1114560-76-7

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1114560-76-7, 4-Bromo-2-methylpyrimidine, and friends who are interested can also refer to it.

Adding a certain compound to certain chemical reactions, such as: 1114560-76-7, 4-Bromo-2-methylpyrimidine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Computed Properties of C5H5BrN2, blongs to pyrimidines compound. Computed Properties of C5H5BrN2

A mixture of 4-fluoro-N-(l-(5,6,7,8-tetrahydro-l,5-naphthyridin-2- yl)cyclopropyl)benzamide hydrochloride (585 mg, 1.68 mmol), 4-bromo-2-methylpyrimidine (727 mg, 4.2 mmol), 2′-(bis(3,5-bis(trifluoromethyl)phenyl)phosphino)-3′,6′-dimethoxy- N2,N2,N6,N6-tetramethyl-[l,l’-biphenyl]-2,6-diamine (191 mg, 0.252 mmol), methanesulfonato(2-bis(3,5-di(trifluoromethyl)phenylphosphino)-3,6-dimethoxy-2′,6′- bis(dimethylamino)-l, -biphenyl)(2′-methylamino-l, -biphenyl-2-yl)palladium(II) (287 mg, 0.252 mmol) and sodium tert-butoxide (485 mg, 5.0 mmol) was evacuated and refilled with nitrogen for 3 times, followed by the addition of CPME (8.40 mL). The reaction mixture was heated at 80C for 14 h. The reaction mixture was cooled down, filtered, diluted with EtOAc and water. The organic layer was separated, washed with brine, dried over MgSO/ and concentrated. The residue was purified by flash chromatography (0-50% 3: 1 ethyl acetate :ethanol/hexanes, 24 gold silica column) to give the title compound as a solid. LC-MS 404.2 (M+l). ‘H NMR (600 MHz, DMSO-c) delta 9.27 (s, 1H), 8.19 (d, J = 6.1 Hz, 1H), 8.01 (dd, J = 8.3, 5.7 Hz, 2H), 7.79 (d, J = 8.5 Hz, 1H), 7.33 (t, J= 8.7 Hz, 2H), 7.14 (d, J = 8.5 Hz, 1H), 6.80 (d, J = 6.1 Hz, 1H), 3.86 (t, J= 5.9 Hz, 2H), 2.81 (t, J= 6.5 Hz, 2H), 2.41 (s, 3H), 1.95 (m, 2H), 1.52 (m, 2H), 1.23 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1114560-76-7, 4-Bromo-2-methylpyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DENG, Yongqi; ACHAB, Abdelghani; BECKER, Bridget, A.; BENNETT, Jonathan, D.; BHARATHAN, Indu; FRADERA, Xavier; GIBEAU, Craig; HAN, Yongxin; LI, Derun; LIU, Kun; PU, Qinglin; SANYAL, Sulagna; SLOMAN, David; YU, Wensheng; ZHANG, Hongjun; (269 pag.)WO2019/89412; (2019); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia