Category: 19745-07-4

19745-07-4, 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. 19745-07-4, name is 2,5-Dichloropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Description 6 1,1-Dimethylethyl 7-[(5-ch loro-2-pyrazi nyl)oxy]-1,2,4,5-tetrahyd ro-3H-3-benzazepi ne- 3-carboxylate (D6); 1,1-Dimethylethyl 7-hydroxy-1,2,4,5-tetrahydro-3H-3-benzazepine-3-carboxylate (182 mg, 0.69 mmol: obtainable by the process described in Description 3 from WO 02/40471) was dissolved in dry dimethylformamide (3 ml), cooled in an ice bath and treated with sodium hydride (60 percent in mineral oil, 29 mg, 0.72 mmol). The mixture was allowed to warm to room temperature over 1 hour. A solution of 2,5-dichloropyrazine (D5) (112 mg, 0.76 mmol) in dimethylformamide was added and the mixture stirred at room temperature for 2 hours and left to stand overnight under argon. The mixture was diluted with water and extracted with ethyl acetate (x 2). The ethyl acetate layers were combined, dried under magnesium sulfate and evaporated. The residue was purified by Biotage column chromatography, eluting with 1: 4 ethyl acetate: pentane to afford the title compound (208 mg). MS (ES+) m/e 376 [M+H]+.

The synthetic route of 2,5-Dichloropyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXO GROUP LIMITED; WO2005/123723; (2005); 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. 19745-07-4, name is 2,5-Dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., 19745-07-4

To a solution of l-(2,5-difluoro-4-(methylsulfonyl)benzyl)-3-(piperidin-4- yl)imidazolidin-2-one 2,2,2-trifluoroacetate (Intermediate 10; 0.2 g, 0.410 mmol) in DMF (2 mL) was added N-ethyl-N-isopropylpropan-2-amine (0.300 mL, 1.641 mmol) and 2,5- dichloropyrazine (0.0917 g, 0.615 mmol) and the reaction was heated to 100 ¡ãC for 8 hours. The reaction was diluted with EtOAc (100 mL), washed with water (50 mL) and brine (50 mL), dried over MgS04, filtered and concentrated in vacuo. The crude material was chromatographed eluting with 7:3 EtOAc/Hexane to yield a solid, which was further purified by reverse phase preparative HPLC to give l-(l-(5-chloropyrazin-2-yl)piperidin-4-yl)-3-(2,5- difluoro-4-(methylsulfonyl)benzyl)imidazolidin-2-one (0.0071 g, 0.0146 mmol, 3.6percent yield). Mass spectrum 485.7, 487.7 (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:
Patent; ARRAY BIOPHARMA INC.; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald J.; WO2013/74641; (2013); 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. 19745-07-4, name is 2,5-Dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., 19745-07-4

Dissolved 2,5-dichloropyrazine (50 mg, 0.336 mmol), dicaesium(l+) carbonate (436 mg, 1.34 mmol), and (3S)-l,3-dihydrospiro[indene-2,4′-piperidin]-3-amine dihydrochloride (92.3 mg, 0.336 mmol, Intermediate I) in DMF (2 mL). The reaction mixture was stirred at 80 C for 3 h. The reaction mixture was then partitioned between EtOAc and water, and the aqueous layer was extracted 3 x with EtOAc. The organic layers were combined, dried over Na2S04, filtered and concentrated in vacuo. The residue was purified by column chromatography (0-10% MeOH in DCM w/ 1% NH4OH) to give (3S)-T- (5-chloropyrazin-2-yl)-l,3-dihydrospiro[indene-2,4′-piperidin]-3-amine (52.0 mg, 49% yield). LCMS m/z [M+H]+ = 315.4.

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; RELAY THERAPEUTICS, INC.; D.E. SHAW RESEARCH, LLC; TAYLOR, Alexander, M.; LESCARBEAU, Andre; KELLEY, Elizabeth, H.; SHORTSLEEVES, Kelley, C.; WALTERS, W., Patrick; MURCKO, Mark, Andrew; MCLEAN, Thomas, H.; GUNAYDIN, Hakan; GIORDANETTO, Fabrizio; THERRIEN, Eric; (607 pag.)WO2019/183367; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, 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. 19745-07-4, name is 2,5-Dichloropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step C: To a solution of (S)-3-(2,5-difluoro-4-(methylsulfonyl)phenylamino)- l-(piperidin-4-yl)pyrrolidin-2-one (Table 2, compound 1; 1.5 g, 4.02 mmol) and DIEA (3.50 mL, 20.1 mmol) in DMF (15mL) was added 2,5-dichloropyrazine (1.20 g, 8.03 mmol) . This mixture was heated to 100 ¡ãC for 3 hours under nitrogen. The mixture was poured into brine (150 mL) and extracted into ethyl acetate (3 x 500 mL). The combined organic layers were dried over MgS04, filtered and concentrated in vacuo to give an oil. Ether (100 mL) was added and a precipitate formed overnight. The ether was decanted and the solid was triturated using ethanol (100 mL) at reflux with stirring for 5 minutes. The material was purified by column chromatography using 50percent to 100percent ethyl acetate/hexane. The resulting solid was dried over the weekend under high vacuum to provide the title compound (0.83 g, 39percent yield). Mass spectrum (apci) m/z = 486.1 (M+H).

The synthetic route of 19745-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; BENCSIK, Josef Roland; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald Jay; PRATT, Scott Alan; SINGH, Ajay; TURNER, Timothy M.; WO2011/146335; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, 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. 19745-07-4, name is 2,5-Dichloropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of Intermediate 2 (0.2 g, 0.74 mmol) in DMF (5 mL,), TEA (0.5 mL,, 3.70 mmol) and 2,5-dichloro pyrazine (0.11 g, 0.74mmol) was added and stirred at 120¡ãC for 2 h. The reaction mixture was concentrated under vacuum and the resulting crude product was dissolved in DCM. It was washed with water, dried over anhydrous Na2SO4, and concentrated under vacuum. The crude product was purified by flash chromatography to afford the title compound (brown oil). 1H NMR (400 MHz, DMSO-d6): delta 8.23 (s, 1H), 7.81 (s, 1H), 6.88 (d, J = 1.2 Hz, 1H), 6.84 (d, J = 8.0 Hz, 1H), 6.74 (dd, J = 1.6, 8.0 Hz, 1H), 5.97 (s, 2H), 3.54-3.52 (m, 4H), 3.39-3.37 (m, 1H), 2.45-2.44 (m, 2H), 2.39-2.37 (m, 2H), 1.27 (d, J = 6.4Hz, 3H). LCMS: (Method A) 347.0 (M+H), Rt. 3.03 min, 97.9percent (Max). HPLC: (Method A) Rt. 3.05 min, 97.6percent (Max).

The synthetic route of 19745-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, 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. 19745-07-4, name is 2,5-Dichloropyrazine, A new synthetic method of this compound is introduced below.

A mixture of tert-butyl (R)-3-(3-amino-4-((trans-4-((tert- butyldimethylsilyl)oxy)cyclohexyl)(isobutyl)amino)phenyl)butanoate (500 mg, 0.97 mmol), 2,5-dichloropyrazine (290 mg, 1 .94mmol), Pd2(dba)3 (178 mg, 0.194 mmol), Xantphos (225 mg, 0.388 mmol) and CS2CO3 (630 mg, 1 .94 mmol) in toluene (5 ml.) was stirred at 100C under N2 atmosphere overnight. The resulting mixture was partitioned between EtOAc and H20. After the layers were separated, the organic layer was washed with brine, dried over Na2S04, filtered and concentrated to give the crude product which was purified by flash chromatography (silica gel, 0-30% EtOAc in PE) to afford the title compound (410 mg, 67% yield). LCMS (ESI) m/z calcd for C34H55CIN4O3S1: 630.37. Found: 631 .39/633.40 (M/M+2)+.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; KAZMIERSKI, Wieslaw M.; (62 pag.)WO2019/116171; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, Adding a certain compound to certain chemical reactions, such as: 19745-07-4, name is 2,5-Dichloropyrazine, 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 19745-07-4.

Step A: ethyl \ 1 -(5 -chloropyrazm-2-y )piperidm-4-yl] acetate2,5-Dichloropyrazine (1.42 g, 9.53 mmol, 1.0 equiv.) and ethyl piperidin-4-ylacetate(1.66 g, 9.69 mmol, 1.02 equiv.) were dissolved in DMF (23 mL) and stirred at roomtemperature. Cesium carbonate (5.0 g, 15.35 mmol, 1.61 equiv.) was added and the resulting reaction suspension was stirred in a 55¡ãC oil bath for 3 hrs while under N2(g)- The reaction suspension was filtered to remove solids and to collect the DMF solution, which was mostly concentrated to a suspension. The suspension was dissolved in EtOAc / 13/40. After shaking, theEtOAc phase was dried over Na2S04, filtered, and concentrated to a residue. Purification with Biotage SP-1 [ SNAP lOOg cartridge Hexanes:EtOAc 0 > 10percent 2CV; 10 > 80percent 10CV; 80percent 2CV ] isolated the desired product. LC-MS (ES, m z): Ci3Hl8ClN302: 283; Found: 284[M+Hf.

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, 2,5-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; BALKOVEC, James, M.; KRIKORIAN, Arto, D.; GUIADEEN, Deodial; YANG, Ginger; JIAN, Tianying; WU, Zhicai; YU, Yang; NARGUND, Ravi, P.; VACHAL, Petr; DEVITA, Robert, J.; HE, Shuwen; LAI, Zhong; BLEVIS-BAL, Radhika, M.; CERNAK, Timothy, A.; SPERBECK, Donald, M.; HONG, Qingmei; WO2012/96813; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, A common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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.

Into a 250 ml 3-necked round bottom flask, was placed 45percent hydriodic acid (60 ml). To this was added sodium iodide (25 g, 0.17 mol). To the mixture was added XV-B-86 (10.5 g, 0.07 mol). The resulting solution was allowed to react at room temperature. Adjustment of the pH to >8 was accomplished by the addition of 20 g NaOH in 50 g ice to afford XV-C-86.

The synthetic route of 19745-07-4 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

19745-07-4,Some common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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.

Step F: To a solution of 3-(2,5-difluoro-4-(methylsulfonyl)phenoxy)-l,4′- bipiperidin-2-one HC1 salt (500 mg, 1.2 mmol) and DIEA (0.52 mL, 3.0 mmol) in DMF (6 mL) was added 2,5-dichloropyrazine (264 mg, 1.8 mmol). The reaction was heated at 120 ¡ãC overnight. The reaction was cooled to ambient temperature and partitioned between water and ethyl acetate. The organic layer was separated and the aqueous washed with EtOAc. The combined organic layers were dried with MgS04 and concentrated. The crude residue was purified by column chromatography to give (S)-l’-(5-chloropyrazin-2-yl)-3-(2,5-difluoro-4- (methylsulfonyl)phenylamino)-l,4′-bipiperidin-2-one(0.37g, 0.73 mmol, 62percent) Mass spectrum (apci) m/z = 500.2 (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 2,5-Dichloropyrazine, its application will become more common.

Reference:
Patent; ARRAY BIOPHARMA INC.; AICHER, Thomas Daniel; BENCSIK, Josef Roland; BOYD, Steven Armen; CONDROSKI, Kevin Ronald; FELL, Jay Bradford; FISCHER, John P.; HINKLIN, Ronald Jay; PRATT, Scott Alan; SINGH, Ajay; TURNER, Timothy M.; WO2011/146335; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, 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 19745-07-4 as follows.

A mixture of A-63 (10.00 g, 67.12 mmol) in EtOH (80 mL) was stirred under N2 at 80 C for 16 hours. The mixture was concentrated to give the crude product, which was triturated from H20 (20 mL) to give A-64 (1.60 g, 11.07 mmol) as a solid. 1H NMR (400MHz, CDCI3) _ = 8.10 – 8.01 (m, 2H), 6.03 (br s, 1H), 3.85 (br s, 2H).

According to the analysis of related databases, 2,5-Dichloropyrazine, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PRAXIS PRECISION MEDICINES, INC.; REDDY, Kiran; MARTINEZ BOTELLA, Gabriel; GRIFFIN, Andrew, Mark; MARRON, Brian, Edward; (364 pag.)WO2018/98499; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem