Category: 19745-07-4

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., Quality Control of 2,5-Dichloropyrazine

Step C: A flask was charged with (S)-3-(lH-indazol-5-yloxy)-l-(piperidin-4- yl)pyrrolidin-2-one (0.120 g, 0.400 mmol), 2,5-dichloropyrazine (0.0655 g, 0.439 mmol), DIEA (d 0.742) (0.0696 mL, 0.400 mmol), and DMF (3 mL). The reaction was stirred at 100 ¡ãC overnight. The organic solvents were removed under reduced pressure. The residue was purified using preparative TLC with 10percent methanol in ethyl acetate to provide (S)-3-(lH- indazol-5-yloxy)-l-(l-(5-chloropyrazin-2-yl)piperidin-4-yl)pyrrolidin-2-one (0.0047 g, 0.0114 mmol, 2.85percent yield). Mass spectrum (apci) m/z = 413.2 (M+H).

According to the analysis of related databases, 19745-07-4, the application of this compound in the production field has become more and more popular.

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

These common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, 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. Computed Properties of C4H2Cl2N2

A solution of 2,5-dichloropyrazine (1.03 g, 6.91 mmol) in DMSO (10 mL) was treated sequentially with K2C03(s) (2.867 g, 20.74 mmol) and tert-butyl piperazine-1-carboxylate (1.288 g, 6.9 14 mmol), then stirred overnight at 75 ¡ãC. After cooling to ambient temperature, the mixture was partitioned between EtOAc (10 mL) and water (20 mL). After phase separation, the organic extracts were concentrated in vacuo to provide the title compound (1.928 g, 93percent yield). MS (apci) m/z = 199.1 (M-Boc). ?HNIVIR(CDC13) 8.07 (m, 1H), 7.86 (m, 1H), 3.56 (s, 8H), 1.48 (s, 9H).

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

Reference:
Patent; ANDREWS, Steven W.; ARONOW, Sean; BLAKE, James F.; BRANDHUBER, Barbara J.; COOK, Adam; HAAS, Julia; JIANG, Yutong; KOLAKOWSKI, Gabrielle R.; MCFADDIN, Elizabeth A.; MCKENNEY, Megan L.; MCNULTY, Oren T.; METCALF, Andrew T.; MORENO, David A.; TANG, Tony P.; REN, Li; (668 pag.)WO2018/71447; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. category: Pyrazines

Preparation of (l^S^^^-methyl 3-amino-5-(5-(( )-2-(5-chloropyrazin-2-yl)-2- fluorovinyl)-2-fluorophenyl)-5-methyl-2-thia-4-azabicyclo[4.1.0]hept-3-ene-l- carboxylate (Example 149). 1 ) A solution of 3-((tert-butoxycarbonyl)((2-(trimethylsilyl)ethoxy) methyl)amino)-5-(2-fluoro-5-((i-2-fluoro-2-(tributylstannyl)vinyl)phenyl)-5-methyl-2-thia- 4-azabicyclo[4.1.0]hept-3-ene-l-carboxylate (20B) (80 mg, 0.093 mmol) in 0.5 mL of DMF was added dropwise to a mixture of 2,5-dichloropyrazine (62.5 mg, 0.420 mmol), bis(di-fert- butyl(4-dimethylaminophenyl)phosphine)dichloropalladium(ii) (6.60 mg, 9.33 muiotaetaomicron) and copper(i) iodide (18 mg, 0.093 mmol) in 0.5 mL of DMF. After 1 hour, the mixture was directly loaded onto a flash column (DCM to DCM/EA = 20: 1) to give (lS,5S,6S)-methyl 3- ((teri-butoxycarbonyl)((2-(trimethylsilyl)ethoxy)methyl)amino)-5-(5-((Z)-2-(5- chloropyrazin-2-yl)-2-fluorovinyl)-2-fluorophenyl)-5 -methyl -2 -thia-4-azabicyclo [4.1.0]hept- 3-ene-l-carboxylate (22 mg, 35percent yield) as a gum. To neat ( 3-((teri-butoxycarbonyl)((2- (trimethylsilyl)ethoxy)methyl)amino)-5-(5-((Z)-2-(5-chloropyrazin-2-yl)-2-fluorovinyl)-2- fluorophenyl)-5-methyl-2-thia-4-azabicyclo[4.1.0]hept-3-ene-l-carboxylate (22 mg, 0.032 mmol) was added 0.2 mL of 96percent sulfuric acid. After stirring for 10 minutes (mix thoroughly), the reaction was quenched with sat. NaHCC>3 to pH = 8 and was extracted with DCM three times. The combined organic phases was dried over sodium sulfate, and concentrated. Flash chromatography (S1O2, DCM/EtOAc = 10: 1 to 4: 1 to 2: 1) gave (15′,55′,6S)-methyl 3-amino-5-(5-((Z)-2-(5-chloropyrazin-2-yl)-2-fluorovinyl)-2- fluorophenyl)-5-methyl-2-thia-4-azabicyclo[4.1.0]hept-3-ene-l-carboxylate (Example 149) (13 mg, 0.029 mmol, 89 percent yield) as a white solid. MS m/z = 451 (M+H). l NMR (300 MHz, CDCI3) delta 8.65 (s, 1H), 8.56 (s, 1H), 7.99 (d, J=7.45 Hz, 1H), 7.64-7.81 (m, 1H), 7.00- 7.20 (m, 2H), 3.81 (s, 3H), 2.58 (t, J=8.62 Hz, 1H), 1.77 (s, 3H), 1.57 (dd, J=4.82, 9.50 Hz, 1H), 1.10-1.21 (m, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19745-07-4, its application will become more common.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BOURBEAU, Matthew, P.; BROWN, James, A.; CHEN, Ning; FROHN, Michael, J.; LIU, Longbin; LIU, Qingyian; PETTUS, Liping, H.; QIAN, Wenyuan; REEVES, Corey, M.; SIEGMUND, Aaron, C.; (509 pag.)WO2017/24180; (2017); 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. 19745-07-4, name is 2,5-Dichloropyrazine, A new synthetic method of this compound is introduced below., SDS of cas: 19745-07-4

Step C: (S)-3-(2-Fluoro-5-methyl-4-(methylsulfonyl)phenylamino)-l-(piperidin-4-yl)pyrrolidin-2-one (420 mg, 1.14 mmol) was dissolved in DMSO (10 mL) and 2,5-dichloropyrazine (203 mg, 1.36 mmol) and N-ethyl-N-isopropylpropan-2-amine (297 mu, 1.71 mmol) were added and the reaction heated to 110 ¡ãC overnight. The reaction was cooled to ambient temperature, water (60 mL) was added and the solids filtered. The solids were dissolved in CH2CI2, washed with brine, dried over Na2S04, filtered and concentrated. The residue was purified over silica gel (70 to 100percent EtOAc in hexanes) to afford (S)-l-(l-(5- chloropyrazin-2-yl)piperidin-4-yl)-3-(2-fluoro-5-methyl-4-(methylsulfonyl)phenylamino)pyrrolidin-2-one (330 mg, 0.685 mmol, 60.2percent yield) as a pale yellow solid. Mass spectrum (apci) m/z = 482.2 (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

Synthetic Route of 19745-07-4, These common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, 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.

To a solution of 2,5-dichloropyrazine (2.91 mmole) in 1,2-dimethoxyethane (9 mL), was added 4-(phenoxyphenyl)lboronic acid (3.49 mmole) and tetrakis(triphenylphosphine)palladium (0.145 mmole) followed by 2M Na2CO3 (3 mL). The resulting mixture was heated at 85 C for 2 hours. The reaction mixture was diluted with ethyl acetate and filtered through celite. The organic extract was dried over Na2SO4 and evaporated in vacuo. The crude product was purifed by biotage chromatography and then with prep TLC eluting with 5percent ethyl acetate and hexane mixture to give 2-chloro-5-(4-phenoxyphenyl)pyrazine.

Statistics shows that 2,5-Dichloropyrazine is playing an increasingly important role. we look forward to future research findings about 19745-07-4.

Reference:
Patent; Gilead Palo Alto, Inc.; US2011/21521; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 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.

Step F: (S)-3 -(2-fluoro-4-(5-methyl- 1 ,3 ,4-oxadiazol-2-yl)phenoxy)- 1 -(piperidin-4-yl)pyrrolidin-2-one 2,2,2-trifluoroacetate (150 mg, 0.316 mmol) was dissolved in DMSO (3 mL) and 2,5-dichloropyrazine (70.7 mg, 0.474 mmol) and N-ethyl-N- isopropylpropan-2-amine (138 mu, 0.790 mmol) were added and the reaction heated to 100 ¡ãC overnight. The reaction was cooled and diluted with water, extracted with EtOAc, washed with brine, dried over Na2S04, filtered and concentrated. The residue was purified twice over silica gel (100percent EtOAc) to afford (S)-l-(l-(5-chloropyrazin-2-yl)piperidin-4-yl)-3-(2-fluoro- 4-(5-methyl-l,3,4-oxadiazol-2-yl)phenoxy)pyrrolidin-2-one (15.2 mg, 0.0321 mmol, 10.2percent yield) as a red solid. Mass spectrum (apci) m/z = 473.1 (M+H).

According to the analysis of related databases, 19745-07-4, the application of this compound in the production field has become more and more popular.

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

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, Computed Properties of C4H2Cl2N2

General procedure: m-DCzP, o-DCzP were synthesized by nucleophilic reaction without heavy metal catalysts. Carbazole (0.34 g,2 mmol), dichloropyrazine (0.148 g, 1 mmol), and K2CO3 (1.136 g, 8 mmol) were mixed in dimethyl sulfoxide (DMSO, 5ml), then the mixture was stirred at 150C for 4 h under a nitrogen atmosphere. After cooling to room temperature, the mixture was poured into water, stirred, and filtered. The residue was dried in vacuum drying over at 60C for 4 h, and thenpurified by column chromatography over silica gel with CH2Cl2/petroleum ether as the eluent to afford a yellow/white solid. To further purify the products, CH2Cl2/ethyl acetate was used as solvents for recrystallization resulting in pure single crystals of p-DCzP, m-DCzP and o-DCzP. They were obtained with high yields (75%) except for o-DCzP which was obtained with only 50% yield.

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; Zhang, Yanni; Zhao, Jianfeng; Zhu, Caixia; Bian, Lifang; Shi, Huifang; Zhang, Shiming; Ma, Huili; Huang, Wei; Chinese Chemical Letters; vol. 30; 11; (2019); p. 1974 – 1978;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 19745-07-4, 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.

Example 745-[(5-Ch[oropyrazin-2-y[)amino]-N- (3,4-dif[uoropheny[)-3-methy[- 1 ,2-thiazo[e-4- carboxamideA mixture of 5-amino-N-(3,4-dif[uoropheny[)-3-methy[-1 ,2-thiazo[e-4-carboxamide [Intermediate 3] (300 mg, 1.11 mmo[, 1.0 eq), 2,5-dich[oropyrazine [CAS RN:19745-07-4] (166 mg, 1.11 mmo[, 1.0 eq) and cesium carbonate (835 mg,2.56 mmo[, 2.3 eq) in 11 mL dioxane/DMF (7/1) was p[aced in a microwave via[ and f[ushed with argon. Then, pa[[adium(II) acetate (25 mg, 0.11 mmo[, 0.1 eq) andXantphos (64 mg, 0.11 mmo[, 0.1 eq) were added. The via[ was capped and the reaction mixture was stirred at an environmenta[ temperature of 110 ¡ãC overnight. On coo[ing, the reaction mixture was partitioned between dich[oromethane/methano[ (5/1) and water. The organic phase was washed with brine and the phases were separated by the use of a Whatman fi[ter. The crude materia[ wascrysta[[ized with dich[oromethane/methano[ and the preciptitate was iso[ated via fi[tration. After drying, 192 mg (6 percent yie[d of theory) of the tit[e compound were obtained.UPLC-MS (Method 3): Rt = 1 .29 mm; MS (ESIneg) m/z = 380 [M-H].1HNMR (400 MHz, DMSO-d6): oe [ppm] = 2.44 (s, 3H), 7.38-7.53 (m, 2H), 7.94 (dd,1H), 8.56 (s, 2H), 10.47 (s br, 1H), 11.10 (s br, 1H).

The chemical industry reduces the impact on the environment during synthesis 2,5-Dichloropyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; PRECHTL, Stefan; SIEMEISTER, Gerhard; WENGNER, Antje Margret; ACKERSTAFF, Jens; NOWAK-REPPEL, Katrin; BADER, Benjamin; LIENAU, Philip; STOeCKIGT, Detlef; WO2014/118186; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. Recommanded Product: 19745-07-4

A mixture of methyl (R)-3-(3-amino-4-(isobutyl(tetrahydro-2H-pyran-4-yl)amino)phenyl) butanoate (120 mg, 0.34 mmol), 2,5-dichloropyrazine (104 mg, 0.69 mmol), Pd2(dba)3 (32.5 mg, 0.036 mmol), Xantphos (40 mg, 0.07 mmol) and K2C03 (143 mg, 1 .03 mmol) in toluene (5 mL) was stirred at 100¡ãC under N2 atmosphere overnight. The resulting mixture was partitioned between EtOAc and H20. 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, 0-50percent EtOAc in PE) to afford the title compound (120 mg, 76percent yield). LCMS (ESI) m/z calcd for C^HssCIN^Os: 460.22. Found: 461 .41 /463.36 (M/M+2)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19745-07-4, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DE LA ROSA, Martha Alicia; KAZMIERSKI, Wieslaw Mieczyslaw; SAMANO, Vicente; (369 pag.)WO2018/116107; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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, category: Pyrazines

To a stirred solution of 2,5-dichloro-pyrazine (0.5 g, 3.37 mmol) in toluene (10 ml_) was added 6-(tert-butyl- dimethyl-silanyloxy)-naphthalen-2-yl-boronic acid (1.02 g, 3.37 mmol), EtOH (10 ml_), water (2 ml_) and NaHCO3 (0.42 g, 5.0 mmol). Argon was bubbled through the reaction mixture for 30 min. Then Pd(PPh3)4 (0.19 g, 0.16 mmol) was added and the mixture was heated at 45¡ãC for 2 hours. The EtOH was evaporated under vacuum and the mixture was diluted with ethyl acetate (35 ml_). The reaction mixture was then filtered through celite. The organic layer was washed with water (1 x 10 ml_), and brine (1 x 10 ml_), then dried over Na2SO4 and evaporated to dryness. The crude mass was purified by column chromatography on silica gel (ethyl acetate: hexane, 1 :19) to afford the title compound as a white solid (450 mg). 1H NMR (400 MHz, DMSO-d6): delta= 0.28 (6H, s), 1.00 (9H, s), 7.20 (1 H, d), 7.38 (1 H, s), 7.99 (2H, m), 8.17 (1 H, m), 8.70 (1 H, s), 8.75 (1 H, s), 9.40 (1 H, s). LCMS (System 1 ) (run time = 5 min): Rt = 3.45 min, 371 [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; PFIZER LIMITED; MILBANK, Jared Bruce John; PRYDE, David Cameron; TRAN, Thien Duc; WO2011/4276; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem