Extracurricular laboratory: Synthetic route of Methyl 5-methylpyrimidine-2-carboxylate

According to the analysis of related databases, 76196-80-0, the application of this compound in the production field has become more and more popular.

Synthetic Route of 76196-80-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 76196-80-0, name is Methyl 5-methylpyrimidine-2-carboxylate, molecular formula is C7H8N2O2, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

To a solution of methyl 5-methylpyrimidine-2-carboxylate (100.00 mg, 657.25 umol, 1.00 eq) in CC (3.00 mL) were added benzoyl peroxide (31.84 mg, 131.45 umol, 0.20 eq) and l-bromopyrrolidine-2,5-dione (105.28 mg, 591.53 umol, 0.90 eq). The mixture was stirred at 70 C for 16 h. The reaction mixture was quenched by addition H20 (10 mL) and extracted with DCM (10 mL * 3). The combined organic layers were dried over anhydrous Na2S04 and concentrated. The crude residue was purified by column chromatography (Petroleum ether : Ethyl acetate=20: l to 1: 1) to afford methyl 5-(bromomethyl)pyrimidine-2- carboxylate (47.00 mg). LCMS (M+H+) m/z: 231

According to the analysis of related databases, 76196-80-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CONSTELLATION PHARMACEUTICALS, INC.; ALBRECHT, Brian, K.; AUDIA, James, Edmund; COTE, Alexandre; DUPLESSIS, Martin; GEHLING, Victor, S.; HARMANGE, Jean-christophe; VASWANI, Rishi, G.; (274 pag.)WO2016/172496; (2016); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

New downstream synthetic route of 76196-80-0

At the same time, in my other blogs, there are other synthetic methods of this type of compound,76196-80-0, Methyl 5-methylpyrimidine-2-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.76196-80-0, name is Methyl 5-methylpyrimidine-2-carboxylate, molecular formula is C7H8N2O2, molecular weight is 152.1506, as common compound, the synthetic route is as follows.Application In Synthesis of Methyl 5-methylpyrimidine-2-carboxylate

To a solution of 211 methyl 5-methylpyrimidine-2-carboxylate [Example 9, Step 2] (2.5 g, 16.4 mmol, 1.00 equiv) in 89 methanol (40 mL) was added 212 NaBH4 (1.87 g, 49.3 mmol, 3.00 equiv) at 0 C. The resulting solution was stirred for 3 h at 25 C. The reaction was then quenched by the addition of 24 H2O (40 mL). The resulting mixture was concentrated under vacuum to remove MeOH. The resulting solution was extracted with ethyl acetate (3×50 mL). The organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to afford 1.3 g (63.9%) of 189 (5-methylpyrimidin-2-yl)methanol as a yellow solid. LC-MS: m/z=125 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,76196-80-0, Methyl 5-methylpyrimidine-2-carboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Auspex Pharmaceuticals, Inc.; ZHANG, Chengzhi; (94 pag.)US2018/79742; (2018); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Extended knowledge of 76196-80-0

With the rapid development of chemical substances, we look forward to future research findings about 76196-80-0.

The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 76196-80-0, name is Methyl 5-methylpyrimidine-2-carboxylate. This compound has unique chemical properties. The synthetic route is as follows. Formula: C7H8N2O2

A mixture of methyl 5-methylpyrimidine-2-carboxylate (0.500 g, 3.286 mmol), 1-bromopyrrolidine-2,5-dione (NBS, 0.643 g, 3.615 mmol) and Azobisisobutyronitrile (AIBN, 0.216 g, 1.3 14 mmol) in carbon tetrachloride (4 mL) prepared at the room temperature was heated at reflux for 10 hr, and cooled down to the ambient temperature. Then, water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic layer was washed with aqueous saturated sodium chloride solution, dried with anhydrous MgSO4, filtered, and concentrated in vacuo. The residue was chromatographed (Si02, 12 g cartridge; ethyl acetate / hexane = 0 % to 30 %) to give methyl 5-(bromomethyl)pyrimidine-2-carboxylate as white solid (0.380 g, 50.0%).

With the rapid development of chemical substances, we look forward to future research findings about 76196-80-0.

Reference:
Patent; CHONG KUN DANG PHARMACEUTICAL CORP.; LEE, Jaekwang; HAN, Younghue; KIM, Yuntae; CHOI, Daekyu; MIN, Jaeki; BAE, Miseon; YANG, Hyunmo; KIM, Dohoon; (644 pag.)WO2017/18803; (2017); A1;,
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia