Month: May 2021

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. 59021-15-7, name is 3-Iodo-2,5-dimethylpyrazine, A new synthetic method of this compound is introduced below., Application In Synthesis of 3-Iodo-2,5-dimethylpyrazine

To a solution of 3,6-dimethyl2-iodopyrazine (see J. Org. Chem. 1961, 26, 1907; 1.00 g, 4.27 mmol), in diethyl ether (13 mL) was added n-butyllithium (2.6 M in hexane, 1.64 mL, 4.27 mmol) dropwise at -35 C. After being stirred at same temperature for 10 min, the reaction mixture was poured into dry ice. The mixture was extracted with 4N aqueous sodium hydroxide, and then the aqueous layer was acidified with cone. Hydrochloric acid. The mixture was extracted with chloroform, and the organic layer was dried over sodium sulfate, filtrated and concentrated in vacuo The crude was triturated with diethyl ether to give 3,6-dimethylpyrazine-2-carboxylate. MS (ESI): w/z l51 (M-H).

The synthetic route of 59021-15-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; KAWANISHI, Eiji; HONGU, Mitsuya; TANAKA, Yoshihito; WO2011/105628; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5910-89-4, A common heterocyclic compound, 5910-89-4, name is 2,3-Dimethylpyrazine, molecular formula is C6H8N2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

2.56 g of 2,3-dimethyl-pyrazine (23.67 mmol) was dissolved in 100 mL of ethanol with 2.1 g 10% palladium on active carbon. The reaction mixture was hydrogenated under pressure (55-60 psi) for 3 days. The solid was filtered and removed. The filtrate was concentrated to afford 3.0 g of 2,3-dimethylpiperazine, which was used without purification. 1H NMR (400 MHz, CDCl3), delta (ppm): 2.95 (m, 4H), 2.74 (m, 2H), 1.04 (d, 6H).

The synthetic route of 5910-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 1007128-70-2, name is 5,8-Dibromopyrido[3,4-b]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C7H3Br2N3

[0383] XII-3 (5.0 g, 17.3 mmol) and NaOMe (1.4 g, 26 mmol) were dissolved in MeOH(60 mL), and then the mixture was stirred at 60C for 0.5 h. Removed the solvent, diluted withEtOAc (100 mL), washed with brine, dried over Na2SO4 and concentrated to give XII-4 (3.7 g, 89%yield) as a light yellow solid, which was used in next step without further purification. ?H NMR(CDC13, 300 MHz) (59.05 (d, J= 1.8 Hz, 1H), 8.88 (d, J= 1.8 Hz, 1H), 8.46 (s, 1H), 4.17 (s, 3H).

The synthetic route of 1007128-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; INTERMUNE, INC.; RAMPHAL, Johnnie, Y.; BUCKMAN, Brad, Owen; EMAYAN, Kumaraswamy; NICHOLAS, John, Beamond; SEIWERT, Scott, D.; WO2015/153683; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 5910-89-4, name is 2,3-Dimethylpyrazine, 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 5910-89-4, Application In Synthesis of 2,3-Dimethylpyrazine

The S-2-[3-(3-methylpyrazin-2-yl)isoxazol-5-yl]pyrrolidine starting material was prepared as follows: A mixture of 2,3-dimethylpyrazine (2Og, 18.5mmol), selenium dioxide (41.06g,25 37mmol) and diatomeous earth (2Og) in EtOAc (500ml) was stirred and heated at 7O0C for 2 hours. The mixture was allowed to cool and the insoluble matter was removed by filtration through diatomeous earth. The filtrate was washed with saturated aqueous sodium hydrogen carbonate solution and then saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was suspended in water (100ml) and30 hydroxylamine (45ml of a 50% aqueous solution) was added. The mixture was stirred at ambient temperature for 18 hours and the mixture then extracted with EtOAc. The extracts were combined, washed with saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was triturated with isohexane to give 3- EPO methylpyrazine-2-carboxaldehyde oxime (9.65g, 38%); NMR Spectrum 2.67 (s, 3H), 8.23 (s, IH), 8.45-8.49 (m, 2H), 11.87 (s, IH).

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

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/109026; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H6N2O2

0.50 g (3.62 mmol) of 6-methylpyrazine-2-carboxylic acid was added to 1.88 g of polyphosphoric acid.0.33 g (3.62 mmol) of hydrazinecarbothioamide was added portionwise. It was stirred for 1 h at 140°C. After cooling down to 100 °C, water (6 mL) was added dropwise. After cooling to 0 °C, aqueous ammonium hydroxide solution (25percent, 4 mL) was added till a pH value of 12 was achieved. The precipitate was collected by filtration, washed with water and dried under reduced pressure at 50 °Caffording 476 mg (68percent of theory) of the title compound.?H-NMR (400MHz, DMSO-d6): 6 [ppm]= 2.53 (s, 3H), 7.68 (s, 2H), 8.54 (s, 1H), 9.05 (s, 1H).LC-MS (Method 1): R = 0.61 mm; MS (ESipos): m/z = 194 [M+H].

The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; THEDE, Kai; BENDER, Eckhard; SCOTT, William; RICHTER, Anja; ZORN, Ludwig; LIU, Ningshu; MOeNNING, Ursula; SIEGEL, Franziska; GOLZ, Stefan; HAeGEBARTH, Andrea; LIENAU, Philip; PUEHLER, Florian; BASTING, Daniel; SCHNEIDER, Dirk; MOeWES, Manfred; GEISLER, Jens; WO2015/140195; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 28217-95-0, 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. 28217-95-0 name is 2-Benzylpyrazine, 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 B – Synthesis of 1 -phenyl-] -(2-pyrazinyl)-bromomethaneTo a solution of 2-benzylpyrazine (100 mg, 0.59 mmol) in 5 mL acetonitrile was added l,3-dibromo-5,5-dimethylhydantoin (183 mg, 0.64 mmol) and the reaction was heated at 65 C for 3 days. The solvent was evaporated and the crude product was purified using preparative TLC (20% acetone in hexane) to provide 2-(l-bromophenylmethyl)-pyrazine (50 mg, 35% yield) which was used immediately for the next step.

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

Reference:
Patent; SCHERING CORPORATION; WO2008/130581; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 59021-15-7, name is 3-Iodo-2,5-dimethylpyrazine, molecular formula is C6H7IN2, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. name: 3-Iodo-2,5-dimethylpyrazine

To a solution of 3,6-dimethyl2-iodopyrazine (see J. Org. Chem. 1961, 26, 1907; 1.00 g, 4.27 mmol), in diethyl ether (13 mL) was added n-butyllithium (2.6 M in hexane, 1.64 mL, 4.27 mmol) dropwise at -35 C. After being stirred at same temperature for 10 min, the reaction mixture was poured into dry ice. The mixture was extracted with 4N aqueous sodium hydroxide, and then the aqueous layer was acidified with cone. Hydrochloric acid. The mixture was extracted with chloroform, and the organic layer was dried over sodium sulfate, filtrated and concentrated in vacuo The crude was triturated with diethyl ether to give 3,6-dimethylpyrazine-2-carboxylate. MS (ESI): w/z l51 (M-H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 59021-15-7, its application will become more common.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; KAWANISHI, Eiji; HONGU, Mitsuya; TANAKA, Yoshihito; WO2011/105628; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 4121-22-6, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 4121-22-6 as follows.

A solution of 5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde (75mg, 0.51mmol), Cs2CO3 (3eq, 500mg), and 3-methoxybenzyl bromide (1.2eq, 0.087mL) in DMF (6mL) was stirred at 25C for 15h. The reaction was diluted with EtOAc and washed with peta7 buffer (2x). The organic layer was dried over Na2SO4 and concentrated. The residue was purified via flash chromatography eluding with a gradient of 0 – 100% EtOAc/hexanes. 5-(3- methoxybenzyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde was isolated as a yellow solid. 1H NMR (500 MHz, CDCl3): delta 10.25 (s, IH), 8.65 (d, IH), 8.40 (d. IH), 8.12 (s, IH), 7.29 (t, IH), 6.80 (d, IH), 6.83 (m, IH), 5.48 (d, 2H), 3.78 (s, 3H).

According to the analysis of related databases, 4121-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/5672; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5521-61-9, These common heterocyclic compound, 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

INTERMEDIATE 71 PREPARATION OF (6-METHYLPYRAZIN-2-YL)METHANOL To a solution of 6-methylpyrazine-2-carboxylic acid (8.00 g, 58.0 mmol) in N,N- dimethylformamide (50 mL) were added Cs2CO3 (37.8 g, 116 mmol) and iodomethane (12.3 g, 87.0 mmol). After being stirred overnight at room temperature, the reaction mixture was quenched with water (100 mL) and extracted with EtOAc (5 x 150 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was then diluted with water (50 mL). NaBH4 (12.5 g, 330 mmol) was added portionwise at 0 °C. After addition, the resulting mixture was stirred at room temperature for 30 min, cooled to 0 °C, diluted with water (150 mL) and extracted with EtOAc (8 x 100 mL). The combined organic layers were washed with brine (200 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title compound (2.9 g, crude) as a yellow solid.1H NMR (400 MHz, DMSO-d6) delta 8.50 (s, 1H), 8.42 (s, 1H), 5.55 (t, J = 5.8 Hz, 1H), 4.59 (d, J = 5.5 Hz, 2H), 2.47 (s, 3H).

The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DENALI THERAPEUTICS INC.; BONANOMI, Giorgio; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; LESLIE, Colin Philip; LYSSIKATOS, Joseph P.; NAPOLITANO, Carmela; POZZAN, Alfonso; SUDHAKAR, Anantha; SWEENEY, Zachary K.; TONELLI, Federica; DE VICENTE FIDALGO, Javier; (232 pag.)WO2017/96301; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 850349-42-7, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 850349-42-7, name is Methyl imidazo[1,2-a]pyrazine-8-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

PREPARATIVE EXAMPLE 10; Commercially available Imidazo[l,2-a]pyrazine-8-carboxylic acid methyl ester (337 mg) was dissolved in 1,4-dioxane (25 ml) and H2O (58 ml) and treated with 1 M NaOH (2.4 ml). The mixture was stirred at room temperature for 45 Min and the solvents evaporated to afford the crude title compound (MH+ = 164).

The chemical industry reduces the impact on the environment during synthesis Methyl imidazo[1,2-a]pyrazine-8-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63669; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem