Simple exploration of C7H7BrN2O2

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, Ethyl 5-bromopyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 36070-83-4, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 36070-83-4, name is Ethyl 5-bromopyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of copper powder (286 mg, 4.50 mmol) and DMF (3.5 mL) was added TFA (11 mu, 0.15 mmol), and the resulting mixture was stirred at room temperature for 30 min. To the mixture were added ethyl 5-bromopyrazine-2-carboxylate (VII, 347 mg, 1.50 mmol) and ethyl bromodifluoroacetate (289 mu, 2.25 mmol), and the mixture was stirred at 50 C for 2 h. To the reaction mixture were added a saturated aqueous sodium bicarbonate solution (10 mL) and ethyl acetate (15 mL), and the organic layer was separated. The organic layers was washed twice with an aqueous sodium chloride solution (5%, 20 mL each). After the organic layer was dried over sodium sulfate, concentration at 40 C under reduced pressure and purification of the residue by silica gel chromatography (ethyl acetate and ft-hexane) afforded the title compound (VIII, 30.9 mg, 8% yield and IX, 34.9 mg, 9% yield). [0052] The data of NMR for the title compound (IX) is as follows. [5-(ethoxycarbonyl)pyrazin-2-yl](difluoro)acetic acid (IX) NMR (400 MHz, CDC13) delta: 1.49 (t, J- 6.8 Hz, 3H), 4.55 (q, J = 6.8 Hz, 2H), 9.40 (s, 1H), 9.76 (s, 1H).

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, Ethyl 5-bromopyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; YOSHIZAWA, Kazuhiro; OMORI, Masayuki; WATANABE, Yuzo; NAGAI, Mitsuo; TAKAHASHI, Masabumi; FANG, Frank; WO2013/162065; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Extracurricular laboratory: Synthetic route of 36070-83-4

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

Reference of 36070-83-4, 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. 36070-83-4 name is Ethyl 5-bromopyrazine-2-carboxylate, This 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.

Embodiment 66 ethyl 5-((4,4-dimethylthiochroman-6-yl)ethynyl)pyrazin-2-carboxylate ethyl 5-bromopyridazin-2-carboxylate (600mg, 2.61mmol) and 6-ethynyl-4,4-dimethylbenzothiopyran (635mg, 3.13mmol) were added to a flask, followed by addition of Pd(PPh3)2Cl2 (66mg, 0.094mmol) and CuI (36mg, 0.188mmol). After the flask was purged with argon for 3 times to remove oxygen, 6mL dry DMF and 0.4mL dry Et3N were added via syringe. Then the reaction was continued at 80C for 8 h and monitored by TLC. After completion of the reaction, the reaction was quenched with saturated ammonium chloride solution. The mixture was diluted with ethyl acetate, washed with saturated ammonium chloride solution and saturated sodium chloride solution. The organic phase was dried over anhydrous sodium sulfate, filtered, concentrated and purified by flash column chromatography (PE:EtOAc = 50:1) to give WYC-322 (656mg, 71.5%). 1H NMR (500 MHz, CDCl3) delta 9.20 (d, J = 1.4 Hz, 1H), 8.76 (d, J = 1.4 Hz, 1H), 7.58 (d, J = 1.7 Hz, 1H), 7.23 (dd, J = 8.2, 1.8 Hz, 1H), 7.04 (d, J = 8.2 Hz, 1H), 4.46 (q, J = 7.1 Hz, 2H), 3.02 – 2.97 (m, 2H), 1.92 – 1.87 (m, 2H), 1.41 (t, J = 7.1 Hz, 3H), 1.29 (s, 6H). 13C NMR (126 MHz,CDCl3) delta 163.65, 146.68, 145.70, 143.08, 142.31, 140.30, 136.14, 130.54, 129.51, 126.74, 116.00, 97.55, 85.68, 62.37, 36.91, 32.99, 29.89, 23.27, 14.31. ESI(+)-MS: 353.5 [M+1]+.

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

Reference:
Patent; Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences; Huazhong University of Science and Technology; CAO, Xin; YU, Biao; WANG, Ning; CHEN, Junwei; (88 pag.)EP3428155; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem