Analyzing the synthesis route of Ethyl 4-chloro-2-methylpyrimidine-5-carboxylate

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2134-36-3, Ethyl 4-chloro-2-methylpyrimidine-5-carboxylate, and friends who are interested can also refer to it.

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.2134-36-3, name is Ethyl 4-chloro-2-methylpyrimidine-5-carboxylate, molecular formula is C8H9ClN2O2, molecular weight is 200.62, as common compound, the synthetic route is as follows.Formula: C8H9ClN2O2

A suspension of ethyl 4-chloro-2-methylpyrimidine-5-carboxylate (1.00 g) and O-benzylhydroxylamine hydrochloride (1.35 g) in N-ethyldiisopropylamine (16 mL) was heated with stirring at 110 to 120C for 3 hours. After cooling of the reaction mixture, chloroform and water were added thereto, followed by separation of an organic layer. An aqueous layer was extracted with chloroform, combined with the organic layer and dried over sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography [eluent: 90-50% hexane/ethyl acetate] to obtain a yellow oil of ethyl 4-((benzyloxy)amino)-2-methylpyrimidine-5-carboxylate (990 mg). 1H-NMR (CDCl3) delta value: 1.35 (t, J=7.2 Hz, 3H), 2.67 (s, 3H), 4.31 (q, J=7.2 Hz, 2H), 5.05 (s, 2H), 7.35-7.44 (m, 3H), 7.46-7.51 (m, 2H), 8.79 (s, 1H), 10.20 (brs, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,2134-36-3, Ethyl 4-chloro-2-methylpyrimidine-5-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Toyama Chemical Co., Ltd.; KAWAI, Hyouei; MURATA, Daigo; SUZUMURA, Yuko; EP2810944; (2014); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia