Category: 74290-69-0

Adding a certain compound to certain chemical reactions, such as: 74290-69-0, name is 5-Bromo-6-methylpyrazin-2-amine, belongs to pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 74290-69-0, COA of Formula: C5H6BrN3

A suspension of 5-bromo-6-methylpyrazin-2-amine (500 mg, 2.66 mmol), sodium cyanide (1303 mg, 26.6 mmol), copper(l) cyanide (2382 mg, 26.6 mmol) in DMF (10 ml) was stirred at 120 C during 15 h. After cooling to rt, the reaction mixture was diluted with H20 (10 ml) and concentrated. The residue was partitioned between EtOAc (100 ml) and 3% ammonium hydroxide (150 ml). The aqueous layer was extracted further with EtOAc (2 x 70 ml), and the combined organic layers were washed again with 3% ammonium hydroxide (50 ml), brine (50 ml), dried (Na2S04), filtered and concentrated to give the title compound. [M+H]+ = 135.0, HPLC RtA= 0.75 min.

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Reference:
Patent; NOVARTIS AG; FLOHR, Stefanie; MARKERT, Christian; NAMOTO, Kenji; PIRARD, Bernard; WO2013/111108; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 74290-69-0, 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. 74290-69-0 name is 5-Bromo-6-methylpyrazin-2-amine, 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.

Step 6: methyl 5-amino-3-methylpyrazine-2-carboxylate A 5 L pressure tank reactor was charged with 5-bromo-6-methylpyrazin-2-amine (510 g, 2.71 mol, 1.00 equiv), triethylamine (830 g, 8.22 mol, 3.02 equiv), methanol (3.5 L) and Pd(dppf)Cl2 (60 g). The reactor was pressurized with CO gas (10 atm) and was stirred for 24 h at 70 C. The pressure was then released; and the resulting solid was filtered off. The filtrate was concentrated under vacuum. Water was added to the resulting residue and the mixture was extracted with ethyl acetate (6 x 1 L). The combined organic layers were dried over anhydrous sodium sulfate and concentrated under vacuum to give the title compound, which was used in the next step without further purification.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-6-methylpyrazin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; MERCK SHARP & DOHME CORP.; COLLETTI, Steven, L.; DEMONG, Duane; DYKSTRA, Kevin, D.; HU, Zhiyong; MILLER, Michael; (104 pag.)WO2019/99315; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 74290-69-0, 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. 74290-69-0, name is 5-Bromo-6-methylpyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 5-bromo-6-methylpyrazin-2-amine (300 mg, 1.6 mmol, 1.0 eq) in NMP (12 mL) was added CuCN (287 mg, 3.2 mmol, 2.0 eq). The suspension was heated at 200 C for 1 h in microwave. The reaction mixture was cooled to 25 C, mixed with water (20 mL), NH3.H2O (10 mL) and extracted with EA (10 mL x 3). The combined organic layers were washed with brine (10 mL), dried over anhydrous Na2S04 and concentrated. The residue was purified via flash chromatography to afford 5-amino-3-methylpyrazine-2- carbonitrile as a brown solid (210 mg, 98%).

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, 5-Bromo-6-methylpyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Adding a certain compound to certain chemical reactions, such as: 74290-69-0, name is 5-Bromo-6-methylpyrazin-2-amine, belongs to Pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 74290-69-0, Safety of 5-Bromo-6-methylpyrazin-2-amine

Step 1: Synthesis of 1-38.1To a solution of 1-35.4 (495 mg, 2.39 mmol) in THF (5ml) in a microwave vial is added hexamethyldistannane (0.55 ml, 2.64 mmol) followed by bis(triphenylphosphine)palladium(II) chloride (168 mg, 0.239 mmol). The reaction mixture is degassed with argon, capped, and stirred at 85 C for 16 hrs. R-32 (450 mg, 2.39 mmol) is added followed by tetrakis(triphenylphosphine)palladium (0) (276 mg, 0.239 mmol). The reaction vessel is degassed with argon, then capped and heated at 85 C for 16 hours. The reaction mixture is passed through a plug of Celite and rinsed with DCM. The filtrate is concentrated in vacuo and purified by flash chromatography (Si02, 0-5% MeOH/DCM) to afford the title intermdiate (160 mg); m/z 281.3 [M+l]

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-6-methylpyrazin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BOSANAC, Todd; CHEN, Zhidong; DE LOMBAERT, Stephane; HUBER, John, D.; LIU, Weimin; LO, Ho Yin; LOKE, Pui Leng; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee, M.; WO2012/40137; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 74290-69-0, name is 5-Bromo-6-methylpyrazin-2-amine, belongs to Pyrazines compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 74290-69-0, Computed Properties of C5H6BrN3

Compound 9 was prepared by reacting compound 7 (3.18 g;11 mmol) with compound 8 (1.88 g; 10 mmol) in the presence of Pd(PPh3)4 (250 mg) and Na2CO3 (6.36 g; 60 mmol) in THF (120 mL containing10% water) for 12 h at 343 K. Compound 9 was purified bycolumn chromatography on silica gel using petroleum ether/ethyl acetate(15:1, v/v) as eluent. A yellow solid was obtained with 90% yield.M.p.: 454-455 K. 1H NMR (400 MHz, DMSO-d6 TMS), delta (ppm): 7.78 (s,1H), 7.43 (d, J 8.4 Hz, 2H), 7.30 (t, J 7.6 Hz, 4H), 7.04 (d,J 8.0 Hz, 4H), 7.03 (d, J 5.2 Hz, 2H), 6.99 (d, J 8.4 Hz, 2H), 6.35 (s, 2H), 2.36 (s, 3H). 13C NMR (101 MHz, DMSO-d6, TMS) delta (ppm):153.6, 147.3, 147.1, 146.1, 139.4, 133.6, 129.7, 129.5, 128.8, 124.0,123.0, 122.5, 22.6. ESI-MS (ESI, m/z): [M] calcd of C23H20N4, 352.1;found, 353.2, [M H].

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Article; Shi, Fu; Cui, Shiqiang; Liu, Hongling; Pu, Shouzhi; Dyes and Pigments; vol. 173; (2020);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem