Introduction of a new synthetic route about 2-Amino-5-bromo-4-methylpyrimidine

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 17321-93-6, 2-Amino-5-bromo-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference of 17321-93-6 ,Some common heterocyclic compound, 17321-93-6, molecular formula is C5H6BrN3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

[0244] To a dry 1 L flask was added 5-bromo-4-methylpyrimidine-2~ylamine(18.8 g, 100 mmol), potassium acetate (29.45 g, 300 mmol), 4,4,5,5-tetramethyl-2- (4,4,5 ,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-l,3,2-dioxaborolane (26.7 g, 105 mmol) and dioxane (500 mL). Argon was bubbled through the solution for 15 minutes, at which time l,r-bis(diphenylphosphino)ferrocene palladium(II) chloride dichloromethane adduct (4.07 g, 5 mmol) was added. The reaction was refluxed in a 115 0C oil bath for 18 hours under argon. After cooling to room temperature, EtOAc (500 mL) was added and the resulting slurry was sonicated and filtered. Additional EtOAc (500 mL) was used to wash the solid. The combined organic extracts were washed with H2O (2×300 mL), NaCl(sat.) (30O mL), dried over Na2SO4, concentrated and purified by SiO2 chromatography (EtOAc eluent) yielding 18.1 g of an off-white solid. By 1H NMR the material was a 5:1 mixture of boronate ester and 4-methylpyrimidine-2-ylamine as a 7 001708byproduct. The material was used as is in subsequent Suzuki reactions. LCMS {m/z): 154 (MH+ of boronic acid, deriving from in situ product hydrolysis on LC). 1H NMR (CDCl3): delta 8.52 (s, IH), 5.14 (bs, 2H), 2.56 (d, 3H), 1.32 (s, 12H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 17321-93-6, 2-Amino-5-bromo-4-methylpyrimidine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NOVARTIS AG; WO2007/84786; (2007); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia