Category: 1114560-76-7

Electric Literature of 1114560-76-7, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 1114560-76-7, name is 4-Bromo-2-methylpyrimidine. A new synthetic method of this compound is introduced below.

Example 46a 6-Methoxy-5-(2-methyl-pyrimidin-4-yl)-pyridin-2-ylamine PdCl2(PPh3)2 (413 mg, 0.58 mmol) was added to a degassed mixture of 4-bromo-2-methyl-pyrimidine (1.02 g, 5.89 mmol), 6-methoxy-5-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-pyridin-2-ylamine 2 (Example 7c, 2.2 g, 8.79 mmol) and K2CO3 (2.43 g, 17.6 mmol) in a mixture of DME, EtOH and H2O (6:2:1, 200 mL). The reaction mixture was heated in a sealed tube for 1 hour at 100 C. The mixture was cooled to room temperature, diluted with ethyl acetate and filtered. The volatiles were removed in vacuo and the residue was purified by flash column chromatography using a gradient of 5 to 10% EtOAc in DCM to afford 610 mg (48%) of the title compound. 1H NMR (400 MHz, CD3OD) delta ppm 2.74 (s, 3H) 4.06 (s, 3H) 6.29 (d, 1H) 8.27 (d, 1H) 8.45 (d, 1H) 8.55 (d, 1H). ESMS m/z 217.0 [M+H]+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1114560-76-7, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; US2012/122843; (2012); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

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