A new synthetic route of 2,3-Dichloropyrazine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Dichloropyrazine, its application will become more common.

Reference of 4858-85-9,Some common heterocyclic compound, 4858-85-9, name is 2,3-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.

To a vial containing 1-tert-butyl 4-methyl piperidine- 1 ,4-dicarboxylate (408 mg, 1.678 mmol) and 2,3-dichloropyrazine (250 mg, 1.678 mmol) in THF (2.5 mL) at rt under N2 is added dropwise LiHMDS (1.678 mL, 1.678 mmol). The reaction was stirred at rt 16 h. The reaction mixture was poured into H2O (10 mL) and extracted with EtOAc (3 x 20 mL). The combined organic layers were washed with saturated NaCl (10 mL), dried (MgSO4), and concentrated. Purification by ISCO (40 g SiO2, 0-75% EtOAc/Hexane) gives 1-tert-butyl 4- methyl 4-(3-chloropyrazin-2-yl)piperidine-l,4-dicarboxylate (565 mg, 1.588 mmol, 95 % yield) as a clear, colorless oil. [M+Na] = 378.0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Dichloropyrazine, its application will become more common.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; BOURBEAU, Matthew P.; CHEN, Ning; HU, Essa; KUNZ, Roxanne; RUMFELT, Shannon; WO2010/57121; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Share a compound : 3149-28-8

According to the analysis of related databases, 3149-28-8, the application of this compound in the production field has become more and more popular.

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. 3149-28-8, name is 2-Methoxypyrazine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 3149-28-8

1) Preparation of 2-Iodo-3-methoxypyrazine To 20 ml of an anhydrous THF solution of 1.3 g of diisopropylamine was added 4.8 ml (2.5 M hexane solution) of n-butyllithium at -78 C., and the mixture was stirred at that temperature for 20 minutes. To the reaction mixture was added 10 ml of a THF solution of 1.1 of 2-methoxypyrazine, followed by stirring at -78 C. for 1 hour. To the reaction mixture was further added 10 ml of a THF solution of 4.0 g of iodine, followed by stirring for 4 hours while gradually elevating the temperature to room temperature. The reaction mixture was diluted with ethyl acetate, washed successively with a saturated sodium thiosulfate aqueous solution and a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate. The solvent was evaporated, and the residue was subjected to silica gel column chromatography using chloroform as a developing solution. The fraction containing the desired compound was concentrated to give 0.49 g of the title compound. 1H-NMR (CDCl3) delta: 4.02 (s, 3H), 7.94 (d, 1H, J=2.5 Hz), 7.99 (d, 1H, J=2.5 Hz).

According to the analysis of related databases, 3149-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daiichi Pharmaceutical Co., Ltd.; US6169086; (2001); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Brief introduction of 54013-07-9

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 54013-07-9.

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. 54013-07-9, name is 5-Methoxypyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5-Methoxypyrazin-2-amine

To a solution of 5-amino-3,4-dimethylisoxazole (2.00 g, 17.8 mmol, 1.0 equiv; CASNo. 19947-75-2) in THF (180 mL) at 0 C was added pyridine (1.80 mL, 22.3 mmol, 1.25 equiv) followed by phenyl chloroformate (2.36 mL, 18.7 mmol, 1.05 equiv). After stirring at 00C for 2.5 h, the reaction was warmed to room temp overnight. The reaction was diluted with ethyl acetate and washed with 2M HCI, water, saturated sodium bicarbonate, and brine. The organic layer was dried over magnesium sulfate, filtered, concentrated, and 10 purified by flash chromatography (dichloromethane/hexane) to give the title compound as a white solid (2.33 g). 1H NMR (400 MHz, DMSO-Cf6) delta ppm 10.70 (br. s., 1 H), 7.40 – 7.47 (m, 2 H), 7.26 – 7.30 (m, 1 H), 7.21 – 7.25 (m, 2 H), 2.16 (s, 3 H), 1.86 (s, 3 H). m/z 233 (MH+).

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 54013-07-9.

Reference:
Patent; PFIZER INC.; WO2009/127944; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

A new synthetic route of 122-05-4

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.

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. 122-05-4, name is Pyrazine-2,5-dicarboxylic acid, A new synthetic method of this compound is introduced below., name: Pyrazine-2,5-dicarboxylic acid

5 mmol of (DMFQ)2Ir(Cl)2Ir(DMFQ)2, 25 mmol of pyrazine-2,5-dicarboxylic acid (Py2CA), and 50 mmol of potassium carbonate were mixed in 100 mL of 1,2-dichloroethane, and refluxed for 24 hours under a nitrogen atmosphere. After the reaction was complete, the solution was cooled down to about 50 C., and filtrated. The filtrated solution was purified by using column chromatography to thereby produce (DMFQ)2Ir(Py2CA)Ir(DMFQ)2 at a yield of 82%.

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; SAMSUNG ELECTRONICS CO., LTD.,; US2008/269484; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

New learning discoveries about C5H4BrN3O2

The synthetic route of 3-Amino-6-bromopyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

These common heterocyclic compound, 486424-37-7, name is 3-Amino-6-bromopyrazine-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. COA of Formula: C5H4BrN3O2

Step 1: 3-Amino-6-bromo-pyrazine-2-carboxylic acid N?-acetyl-hydrazideHATU (3.4 g, 9.05 mmol) and triethylamine (1.2 g, 12.06 mmol) were added to a suspension of 2-Amino-S-bromopyrazine-3-carboxylic acid (1 .40g, 6.03 mmol) and acetohydrazide (0.44 g, 6.03 mmol) in DCM (100 ml) and the resultant solution was stirred at ambient temperature for 24 hr. The reaction was monitored by TLC. The reaction mixture was poured into water(200 ml) and the solid collected by filtration and dried under vacuum to afford 3-amino-6- bromo-pyrazine-2-carboxylic acid N?-acetyl-hydrazide;LCMS: Rt 0.57mins MS mlz 274.0 [M+H}+; Method 2minLowpHvol

The synthetic route of 3-Amino-6-bromopyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BELLENIE, Benjamin Richard; BLOOMFIELD, Graham Charles; BRUCE, Ian; CULSHAW, Andrew James; HALL, Edward Charles; HOLLINGWORTH, Gregory; NEEF, James; SPENDIFF, Matthew; WATSON, Simon James; (395 pag.)WO2015/162459; (2015); A1;,
Pyrazine – Wikipedia,
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Simple exploration of (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, its application will become more common.

Application of 78342-42-4,Some common heterocyclic compound, 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, molecular formula is C9H16N2O2, 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 3.32 g (18 mmol) of commercially available (2S)-2, 5-dihydro- 3,6-dimethoxy-2-isopropylpyrazine in 100 mL OF TETRAHYDROFURAN AT-70 °C was added 12 mL (19 mmol) of a 1.6M solution of butyllithium in hexanes. After stirring at this temperature for 20 min, 5 g (19.5 mmol) of 2-fluoro-4-trifluoromethylbenzyl bromide in 20 ML of tetrahydrofuran was added and stirring was continued for 3 h before warming the reaction to ambient temperature. The reaction was quenched with water, concentrated in vacuo, and extracted with ethyl acetate. The combined organic phase was washed with brine, dried, and concentrated in vacuo. Purification by flash chromatography (silica gel, 0-5percent ethyl acetate in hexanes) afforded the title compound. 1H NMR (500 MHz, CDC13) : 6 7.33-7. 25 (m, 3H), 4.35-4. 31 (m, 1H), 3.75 (s, 3H), 3.65 (s, 3H), 3.60 (t, 1H, J = 3.4 Hz), 3.33 (dd, 1H, J = 4.6, 13.5 Hz), 3.03 (dd, 1H, J = 7,13. 5 HZ), 2.25-2. 15 (m, 1H), 1.0 (d, 3H, J = 7 HZ), 0.66 (d, 3H, J = 7 HZ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Simple exploration of 6164-79-0

The synthetic route of 6164-79-0 has been constantly updated, and we look forward to future research findings.

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. 6164-79-0, name is Methyl 2-pyrazinecarboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Methyl 2-pyrazinecarboxylate

Synthesis of pyrazin-2-ylmethanol:To a stirred solution of methyl pyrazine-2-carboxylate (0.5 g, 3.62 mmol) in H20 (10 mL) was added NaBH4 (685 g, 18.02 mmol) portion wise at 0 C, and the reaction mixture was allowed to warm to RT and stirred for 30 min under inert atmosphere. To this saturated K2C03 (10 mL) and EtOH (5 mL) was added and stirring was continued for another 1 h at RT. The progress of the reaction was monitored by TLC; the reaction mixture was extracted with EtOAc. The combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to afford crude pyrazin-2-ylmethanol (0.3 g). LC-MS: 99.91%; 111.9 (M++l) (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 0.72 min. 0.1% TFA in water: ACN; 0.8 ml/min); TLC: 100% EtOAc (Rf: 0.2).

The synthetic route of 6164-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

The important role of 55557-52-3

According to the analysis of related databases, 55557-52-3, the application of this compound in the production field has become more and more popular.

Reference of 55557-52-3, 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 55557-52-3 as follows.

Example 245-[(3-Cyanopyrazin-2-y[)amino]-N-(6-methoxypyridin-3-y[)-3-methy[- 1 ,2-thiazo[e-4-carboxamide A mixture of 5-amino-N-(6-methoxypyridin-3-y[)-3-methy[-1 ,2-thiazo[e-4-carbox- amide [Intermediate 2] (100 mg, 0.38 mmo[, 1.2 eq), 3-ch[oropyrazine-2- carbonitri[e [CAS-RN: 55557-52-3] (44 mg, 0.32 mmo[, 1.0 eq) and cesium carbonate (236 mg, 0.73 mmo[, 2.3 eq) in 3 mL dioxane/DMF (7/1) was p[aced in amicrowave via[ and f[ushed with argon. Then, pa[[adium(II) acetate (7 mg,0.03 mmo[, 0.1 eq) and Xantphos (18 mg, 0.03 mmo[, 0.1 eq) were added. The via[ was capped and the reaction mixture was stirred at an environmenta[ temperature of 110 C overnight. On coo[ing, the reaction mixture was partitioned between dich[oromethane and water. After fi[tration over Ce[ite, the organic phase wasseparated and concentrated in vacuo. The crude product was crysta[[ised from dich[oromethane/ethy[ acetate to give 30 mg (21 % yie[d of theory) of the tit[e compound in 99% purity (LC-MS area-%).UPLC-MS (Method 1): R = 1.09 mm; MS (Elneg) m/z = 366 [M-H].1H-NMR (400 MHz, DMSO-d6): oe [ppm] = 2.53 (s, 3H), 3.79 (s, 3H), 6.72 (d, 1H), 7.75(s, 1H), 8.24 (dd, 1H), 8.42 (d, 1H), 8.61 (d, 1H), 12.54 (s br, 1H).

According to the analysis of related databases, 55557-52-3, the application of this compound in the production field has become more and more popular.

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

The important role of C4H2Cl2N2

The synthetic route of 4858-85-9 has been constantly updated, and we look forward to future research findings.

Application of 4858-85-9, A common heterocyclic compound, 4858-85-9, name is 2,3-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.

A 12L 3 -neck round bottom flask fitted with a magnetic stirrer under nitrogen was charged with zinc dust (745 g, preactivated according to the above Preparation 1 , 11.4 mol, 2 eq.) and DMA (2 L, anhydrous). 1, 2-dibromoethane (71 mL, 0.855 mol, 0.15 eq, Aldrich) was then added over 10 min, followed by TMSC1 (108 mL, 0.855 mol, 0.15 eq, Acros) over 20 min. The reaction mixture was stirred for 25 min at RT. A solution of N-Boc-3-iodoazetidine (2) (2420 g, 8.55 mol, 1.5 eq, CNH Technologies) in DMA (5 L, anhydrous) was added via a 2L addition funnel over 2 h keeping the internal temperature below 65 C using a water bath. The suspension was stirred for 1 h at RT at which point it was degassed with nitrogen. Stirring was stopped and the suspension was allowed to stand. A 22L 3 -neck round bottom flask fitted with a mechanical stirrer was charged with 2, 3-dichloropyrazine (6) (850 g, 5.70 mol, 1.0 eq, AK Scientific), PdCl2dppf-CH2Cl2 (140 g, 171 mmol, 0.03 eq, Aldrich), Cul (67.3 g, 353 mmol, 0.062 eq, Aldrich), and DMA (5 L, anhydrous). The solution was degassed with nitrogen. The clear zinc reagent solution above the residual solid zinc was poured into the 22L flask under nitrogen. The brown solution was degassed with nitrogen and heated to 80 C for 16 h at which point LCMS indicated complete conversion of 2, 3-dichloropyrazine (6). The reaction mixture was transferred to brine (8 L) in 50L separatory funnel. Water (8 L) and EtOAc (15 L) were added and the layers were separated. The aqueous layer was extracted with EtOAc (2 x 10 L). The combined organics were washed with water (3 x 10 L) and brine (5 L), dried over sodium sulfate and evaporated. The resulting residue was purified by column chromatography (eluting with hexanes/ethyl acetate = 10: 1) to obtain 536 g of pure tert-butyl 3-(3-chloropyrazin-2- yl)azetidine-l-carboxylate (7) and 121 g of mixed fractions. The impure material was distilled under high vacuum to remove the impurity (N-Boc-azetidine) to give 81 g of pure tert-butyl 3-(3- chloropyrazin-2-yl)azetidine- 1 -carboxylate (7).Total: 617g, Yield: 40%.

The synthetic route of 4858-85-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; CHEN, Jian J.; FROHN, Michael J.; HU, Essa; LIU, Qingyian; PICKRELL, Alexander J.; RUMFELT, Shannon; RZASA, Robert M.; ZHONG, Wenge; WO2011/143365; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Extracurricular laboratory: Synthetic route of C4H4ClN3

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

These common heterocyclic compound, 33332-29-5, name is 2-Amino-5-chloropyrazine, 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. Application In Synthesis of 2-Amino-5-chloropyrazine

General procedure: Sodium nitrite (3.4 g, 50 mmol, 1.3 eq.) was added in small portionsto 98% sulfuric acid (15 mL) ice bath, and the mixture was allowed towarm up and heated to 60. When getting clear, the solution wascooled in an ice bath again. A solution of 2-amino-pyrazine (9) (4 g,39.3 mmol, 1 eq.) in 98% sulfuric acid (15 mL) was added dropwise.The reaction mixture was stirred at 40 for 1 h. After cooling to roomtemperature, it was slowly poured onto crushed ice and stirred until nonitrogen run out. The solution was adjusted to pH 6 with a 40% solutionof sodium hydroxide, resulting in lots of sodium sulfate which wasfiltered off whereafter. The filtrate was extracted with EA (50 mL×3),and the combined organics were dried (Na2SO4), filtered and concentratedin vacuo to give the product as a white precipitate (6.38 g,53%).

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

Reference:
Article; Guo, Shuang; Xu, Mingshuo; Guo, Qi; Zhu, Fuqiang; Jiang, Xiangrui; Xie, Yuanchao; Shen, Jingshan; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 748 – 759;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem