Category: 33332-25-1

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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Methyl 5-chloropyrazine-2-carboxylate

Example 7[0142] [Formula 41] [0143]1) In tetrahydrofuran (75 mL) was dissolved methyl 5-chloropyrazin-2-carboxylate (2.589 g), 1M diisobutyl aluminum hydride-tetrahydrofuran solution (30 mL) was added dropwise to the solution at 0C, and the mixture was stirred at the same temperature for 15 minutes. To the mixture were added water and IN hydrochloric acid, then, a saturated aqueous sodium bicarbonate solution was added to the same to make the pH to 7. The mixture was filtered through Celite, and then, extracted with chloroform 3 times. The organic layer was separated, dried over anhydrous sodium sulfate, and the residue obtained by concentrating the same under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate=90: 10 to 65:35 to 50:50) to obtain (5-chloropyrazin-2-yl)methanol (465 mg). MS (m/z): 147/145 [M+H]+

According to the analysis of related databases, 33332-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; SAKURAI, Osamu; SARUTA, Kunio; HAYASHI, Norimitsu; GOI, Takashi; MOROKUMA, Kenji; TSUJISHIMA, Hidekazu; SAWAMOTO, Hiroaki; SHITAMA, Hiroaki; IMASHIRO, Ritsuo; WO2012/81736; (2012); 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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 5-chloropyrazine-2-carboxylate

Example 29 5- [2 (R)- (3-CHLORO-4-METHANESULFONYL-PHENYL)-3-CYCLOPENTYL-PROPIONYLAMINO]- PYRAZINE-2-CARBOXYLIC acid HYDROXYAMIDE [000197] A solution of methyl 5-chloropyrazine-2-carboxylate (30.00 g, 0.17 mol) in tetrahydrofuran (87 mL) was treated with a solution of potassium carbonate (72.08 g, 0.52 mol) in water (261 mL). The resulting reaction mixture stirred at 25C for 42 h. The reaction mixture was then acidified to a pH of about 2 with concentrated hydrochloric acid, diluted with a saturated aqueous sodium chloride solution (300 mL), and was continuously extracted with ethyl acetate (4L total) until no product was present in the aqueous layer. The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo to afford 5-chloro-pyrazine-2-carboxylic acid (26.54 g, 96%) as an off-white solid: mp 150-151C ; EI-HRMS m/e calcd for CSH3CIN202 (M 157.9883, found 157.9877.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, 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 33332-25-1, Product Details of 33332-25-1

Example 2[6-Cyclopropylmethoxy-5-(3,3-difluoro-azetidin- 1-yl)-pyrazin-2-yl] -((R)-2-methyl- pyrrolidin- 1-yl)-methanonea) 5- (3 ,3-Difluoro-azetidin- 1 -yl)-pyrazine-2-carboxylic acid methyl ester 5-Chloro-pyrazine-2-carboxylic acid methyl ester (CAN 33332-25-1; 15 g, 86.92 mmol) was dissolved in dioxane (100 mL). To this solution was added 3,3-difluoroazetidine hydrochloride (CAN 288315-03-7; 13.51 g, 104.31 mmol), and triethyl amine (31.3 mL,226 mmol). The mixture was stirred 22 hours at 45C and afterwards cooled to room temperature. Brine (100 mL) was added and the mixture was extracted with ethyl acetate. The organic phases were washed successively with sodium bicarbonate solution (10%, 300 mL) and brine (200 mL); dried with Na2SO4, filtered and concentrated in vacuo. The crude material was purified by flash chromatography (silica gel, 200g, 30% to 50% ethyl acetatein hexane) to give the desired product (15 g, 75.3%) as white solid; LC-MS (UV peak area, ESI) 98.6%, 230.4 [MH?i.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; DHURWASULU, Baledi; GRETHER, Uwe; NETTEKOVEN, Matthias; ROEVER, Stephan; ROGERS-EVANS, Mark; SCHULZ-GASCH, Tanja; WO2014/86807; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 33332-25-1, A common heterocyclic compound, 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, 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.

This compound was prepared by following Suzuki coupling mechanism where methyl 5-(chloropyrazine)-2-carboxylate, a commercially available starting material 36 7 (2g, 0.0115mmol) was reacted with 44 phenyl boronic acid (1.4g, 0.0115mmol) using 45 bis(triphenylphosphine) palladium(II)dichloride (0.163g, 0.0002mmol) as catalyst, 146 potassium carbonate (2.4g, 0.01737mmol) as base and 1,4-dioxane as solvent for 12h at 100C. After completion of the reaction, the solvent was evaporated and crude was extracted in 106 ethyl acetate and washed with water. The organic layer was dried over sodium sulfate and crude was purified by column chromatography (hexane: EtOAc; 9:1) to get 1g of pure white crystalline solid intermediate 47 19 (yield 40.16%). 1H NMR (400MHz, DMSO-d6) delta 9.42 (d, J=1.4Hz, 1H), 9.25 (d, J=1.4Hz, 1H), 8.27-8.23 (m, 2H), 7.62-7.57 (m, 3H), 3.95 (s, 3H). C12H12N2O2 [M]: 214.22; MS (ESI) m/z: [M+H]+: 215.10.

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Trivedi, Prakruti; Adhikari, Nilanjan; Amin, Sk. Abdul; Jha, Tarun; Ghosh, Balaram; European Journal of Pharmaceutical Sciences; vol. 124; (2018); p. 165 – 181;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, belongs to Pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Recommanded Product: 33332-25-1

A mixture of 4-aminotetrahydropyran (500 mg, 4.94 mmol) and methyl 2-chloropyrazine-5-carboxylate (770 mg, 4.46 mmol) in DMF (5 mL) containing N,N-diisopropylethylamine (1.0 mL, 5.7 mmol) was stirred at 55 C. for 17 hrs. The reaction mixture was concentrated and the residue was partitioned between ether (25 mL) and hydrochloric acid (1N, 25 mL). The aqueous layer was further extracted with ether (25 mL). The resulting aqueous layer was first treated with sodium chloride (10 g) and then extracted with methylene chloride (3¡Á50 mL). The organic layer was washed with brine and dried over sodium sulfate. Solvents were evaporated to give an oil which slowly crystallized as methyl 2-(N-tetrahydropyran-4-yl)-aminopyrazine-5-carboxylate (900 mg, 85%). MS calcd for C11H15N3O3 (m/e) 237, obsd 238.1 (M+H).

The synthetic route of 33332-25-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bolin, David Robert; Cheung, Adrian Wai-Hing; Firooznia, Fariborz; Hamilton, Matthew Michael; Li, Shiming; McDermott, Lee Apostle; Qian, Yimin; Yun, Weiya; US2007/123504; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, 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 33332-25-1, SDS of cas: 33332-25-1

4-((7-azaspiro[3.4]nonan-2-oxy)methyl)-5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazole (100 mg, 0.24 mmol) is dissolved in DMF (5 mL), followed by adding methyl 5-chloropyrazine -2-carboxylate (45 mg, 0.26 mmol) and potassium carbonate (81 mg, 0.59 mmol), and the mixture is heated to 80 C and continues to react for 2 hr. Then the reaction mixture is cooled down to room temperature, poured into water (20 mL), and extracted with ethyl acetate (15 mL * 2) and the organic layer is washed with saturated salt solution (20 mL * 2), then dried with anhydrous Na2SO4, filtered, rotated to dryness and purified by column chromatography (PE : EA = 1.5 : 1), so as to obtain a brown oily matter of 100 mg, that is methyl 5-(2-((5-cyclopropyl-3-(2,6-dichlorophenyl)isoxazol-4-yl)methoxy)-6-azaspiro[3.4]octan-6-yl)pyr azine-2-carboxylate with a yield of 81%. Spectrum is: 1H NMR (400 MHz, CDCl3) delta: 8.81(m, 1H), 7.86(m, 1H), 7.46-7.44(m, 2H), 7.39-7.34(m, 1H), 4.21(s, 2H), 3.97(m, 4H), 3.58-3.44(m, 4H), 2.16(m, 3H), 1.98(m, 2H), 1.83(m, 2H), 1.29(m, 2H), 1.15(m, 2H).

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:
Patent; Guangzhou Henovcom Bioscience Co. Ltd.; ZHANG, Jiancun; ZOU, Qingan; CHEN, Yanwei; (64 pag.)EP3401315; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 33332-25-1

Trimethylaluminium (2M in toluene, 7.44 ml, 14.88 mmol) was added dropwise to a stirred suspension of 5-[(3,5-dimethoxyphenyl)methoxy]-2H-pyrazol-3-amine, HCl (1.70 g, 5.95 mmol) and methyl 5-chloropyrazine-2-carboxylate (1.03 g, 5.95 mmol) in anhydrous toluene (29.8 ml) at ambient temperature. The resulting solution was then stirred under nitrogen at ambient temperature for 18 h. The reaction mixture was quenched with methanol (5 mL) and HCl (2M aqueous solution), diluted with water (200 mL) and extracted with EtOAc (3¡Á150 mL). The organics were washed with water (200 mL), brine (200 mL) dried over MgSO4, filtered and concentrated. On evaporation a precipitate was formed which was collected by filtration, washed with MeOH (20 mL) and air dried to afford the desired compound (1.65 g, 71%) as an orange solid, which was used without further purification. 1H NMR (500.13 MHz, DMSO-d6, 373K) delta 3.78 (6H, s), 5.12 (2H, s), 5.94 (1H, s), 6.46 (1H, s), 6.62 (2H, s), 8.87 (1H, s), 9.09 (1H, s), 10.99 (1H, s), 11.24 (1H, s). MS: m/z 390 (MH+) Mean of n=1, FGFR Kinase assay-Caliper Echo Dosing, IC50 0.060 muM.

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 33332-25-1.

Reference:
Patent; ASTRAZENECA AB; US2008/153812; (2008); 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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 5-chloropyrazine-2-carboxylate

Diisobutylaluminum hydride (4.29 mL, 4.29 mmol) was added dropwise over 5 min to a solution of methyl 5-chloropyrazine-2-carboxylate (185 mg, 1.07 mmol) in tetrahydrofuran (10 mL) at -70 0C under an athmosphere of nitrogen. The reaction mixture was stirred at – 70 0C for 5 min and then allowed to reach ambient temperature and stirred over night. The reaction mixture was cooled on ice and approximately 2 mL of 1 M sodium hydroxide was added dropwise while stirring. The reaction mixuture was diluted with diethyl ether and stirred for 45 min at ambient temperature and then filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography using a gradient of ethyl acetate in heptane to yield 43 mg (28 %) of the title product; 1H NMR (400 MHz, DMSO- dbeta) delta ppm 8.72 (d, 1 H), 8.52 – 8.55 (m, 1 H), 5.71 (t, 1 H), 4.64 (d, 2 H);

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; ASTRAZENECA AB; WO2008/130320; (2008); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

In an article, author is Tashiro, Keigo, once mentioned the application of 33332-25-1, Recommanded Product: Methyl 5-chloropyrazine-2-carboxylate, Name is Methyl 5-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, molecular weight is 172.57, MDL number is MFCD01632102, category is Pyrazines. Now introduce a scientific discovery about this category.

The formation mechanism of ZnTPyP fibers fabricated by a surfactant-assisted method

Fibers composed of 5,10,15,20-tetrakis(4-pyridyl)porphyrinatozinc(ii) (ZnTPyP) were synthesized by a surfactant-assisted method using cetyltrimethylammonium bromide (CTAB) and chloroform. The presence of CTAB was essential to make and to maintain the fibers and their formation rate became slower with increasing the molar ratio of CTAB to ZnTPyP. Measurements of absorption spectra of the synthesized fibers showed splitting of the Soret band at 426 nm into two peaks at 416 and 454 nm in accordance with the formation of the ZnTPyP fibers as revealed by transmission electron microscopy. The aging process at higher temperature made the fibers longer and the apparent activation energy for the formation of the fibers was estimated to be 74.8 kJ mol(-1). When 5,10,15,20-tetrakis(4-pyridyl)porphyrin (TPyP) or 5,10,15,20-tetrakis(phenyl)porphyrinatozinc(ii) (ZnTPP) was used instead of ZnTPyP, no fiber formation was observed. On the other hand, when a chloroform solution of ZnTPP was mixed with pyrazine or 4,4 ‘-bipyridine, the fiber formation was observed. Proton nuclear magnetic resonance spectra indicated upfield shifts of the pyridinic proton in the presence of ZnTPP and 4,4 ‘-bipyridine, suggesting the coordination of nitrogen to zinc(ii) (Zn-N) in ZnTPP. These findings indicate that the Zn-N coordination is crucial for the formation of the fibers and that nitrogen in the pyridyl moiety of ZnTPyP is coordinated to the central zinc(ii) ion of another ZnTPyP molecule to make the ZnTPyP fibers. Theoretical calculations were performed using the DFT/B97D functional to estimate the stability of the pi-pi stacking and the coordination of Zn-N. The presence of the CTAB micelles suppresses the aggregation of ZnTPyP molecules due to the pi-pi stacking, which is thermodynamically more favorable. The Zn-N coordination proceeds moderately during the aging process for 10 days by inducing the transition from spherical CTAB micelles to rod-like micelles by fusion.

If you are interested in 33332-25-1, you can contact me at any time and look forward to more communication. Recommanded Product: Methyl 5-chloropyrazine-2-carboxylate.

Reactions catalyzed within inorganic and organic materials and at electrochemical interfaces commonly occur at high coverage and in condensed media, causing turnover rates to depend strongly on interfacial structure and composition, 33332-25-1, Name is Methyl 5-chloropyrazine-2-carboxylate, SMILES is ClC1=CN=C(C=N1)C(=O)OC, in an article , author is Wurdemann, Martien A., once mentioned of 33332-25-1, Computed Properties of C6H5ClN2O2.

Biobased Pyrazine-Containing Polyesters

A set of 12 first-in-class, biobased pyrazine-containing polyesters was synthesized based on dimethylpyrazine dipropionic acid. These new diacid monomers were obtained from underutilized nitrogen-rich biomass. The polyester materials were synthesized via a two-step melt transesterification-polycondensation procedure with molecular weights between 12 300 and 47 500 g/mol and dispersities between 1.9 and 2.3. Six of the obtained polymers were amorphous and six were semi-crystalline. The thermal properties of the materials were studied; thermal degradation was found to take place at the monomer degradation temperature. The effect of methyl groups on the glass transition temperature was investigated, and the materials were found to behave mostly as aliphatic polyesters in this regard. The melting points of the methyl-substituted polyesters were found to be high and within the range of those of current high-performance polyesters. These materials are thus a welcome addition to current biobased polyesters.

Interested yet? Read on for other articles about 33332-25-1, you can contact me at any time and look forward to more communication. Computed Properties of C6H5ClN2O2.