Extracurricular laboratory: Synthetic route of 3-Bromopyridine-2,6-diamine

At the same time, in my other blogs, there are other synthetic methods of this type of compound,54903-86-5, 3-Bromopyridine-2,6-diamine, and friends who are interested can also refer to it.

Related Products of 54903-86-5, 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. 54903-86-5, name is 3-Bromopyridine-2,6-diamine. A new synthetic method of this compound is introduced below.

Preparation of N-(6-amino-5-bromo(2-pyridyl))(2-fluorophenyl)carboxamide (61): A solution of 3-bromo-2,6-diaminopyridine (60) (564 mg, 3 mmol), triethyl amine (0.54 ml) in DCM (6 ml)/THF (4 ml) was cooled down to -78 C. A solution of 2-fluorobenzoyl chloride (362 mul, 3.03 mmol) in 2 ml DCM was added dropwise within 10 min. The resulting reaction mixture was stirred at -78 C. for 1 h before slowly warm up to r.t. After stirred at r.t. for 3 h, the reaction quenched with aq NaHCO3 solution. 200 ml EA were added. Org. phase was washed with brine, dried over sodium sulfate, concentrated. The light yellow solid residue was triturated with DCM (ca. 15 ml), filtered and dried to give 530 mg N-(6-amino-5-bromo(2-pyridyl))(2-fluorophenyl)carboxamide (61) as white solid. (purity>95%, yield: 57%).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,54903-86-5, 3-Bromopyridine-2,6-diamine, and friends who are interested can also refer to it.

Reference:
Patent; CalciMedica, Inc.; US2011/263612; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem