Author: Jessica.F

Synthetic Route of 768-05-8, 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. 768-05-8, name is Pyrazinoic acid hydrazide, This compound has unique chemical properties. The synthetic route is as follows.

The Schiff base H2L was prepared by mixing hot solution 60 C of 4-((3-formyl-4-hydroxyphenyl)diazenyl)benzenesulfonamide (100.75, 0.33 mol) with hot solution 60 C of pyrazine-2-carbohydrazide (45.54 g, 0.33 mol) in 50 ml ethanol. The mixture was refluxed for 3 h. The formed solid product was separated by filtration, purified by crystallization from ethanol, washed several times with diethyl ether and dried in vacuum over anhydrous calcium chloride to give orange crystals, yield 85%.

The chemical industry reduces the impact on the environment during synthesis Pyrazinoic acid hydrazide. I believe this compound will play a more active role in future production and life.

Reference:
Article; Ammar, Reda A.A.; Alaghaz, Abdel-Nasser M.A.; Elhenawy, Ahmed A.; Journal of Molecular Structure; vol. 1067; 1; (2014); p. 94 – 103;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature 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.

Step 7: synthesis of Ethyl 7-aminothieno[2,3-b]pyrazine-6-carboxylate (7)A mixture of 3-chloropyrazine-2-carbonitrile (17.9 g, 128 mmol), sodium carbonate (17.7 g, 167 mmol) and ethyl-2-mercaptoacetate (18.4 mL, 167 mmol) in ethanol (120 mL) was heated to reflux for 4.5h. Quenched with water (1.5 L) and stirred for 30 min. The resulting precipitate was collected and washed with water. The residue was dissolved in diethyl ether and a black precipitate was filtrated off. Ether was evaporated to give pure compound ethyl 7-aminothieno[2,3-b]pyrazine-6-carboxylate 7 (19.6 g, 68.5 %). 1H-NMR (400 MHz, CDC13) 1.42 (t, J= 7.2 Hz, 3H), 4.40 (q, J= 7.2 Hz, 2H), 6.19 (br s, 1H), 8.58 (d, J= 2.2 Hz, 1H), 8.63 (d, J= 2.2 Hz, 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; N.V. ORGANON; FOLMER, Brigitte, Johanna, Bernita; MAN, de, Adrianus, Petrus, Antonius; GERNETTE, Elisabeth, Sophia; CORTE REAL GONCALVES AZEVEDO, Rita; IBRAHIM, Hemen; WO2011/147764; (2011); A1;,
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Pyrazine | C4H4N2 – PubChem

Electric Literature of 51171-02-9, A common heterocyclic compound, 51171-02-9, name is Methyl 3-Bromo-2-pyrazinecarboxylate, molecular formula is C6H5BrN2O2, 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.

(B) Methyl 2-phenylamino-3-pyrazine carboxylate: A mixture of 9.5 g. of methyl 2-bromo-3-pyrazine carboxylate, 8.2 g. of aniline, 0.5 g. of p-toluene sulfonic acid and 100 ml. of water is stirred and refluxed for two hours. The reaction mixture is poured on ice, extracted with ethyl acetate, the organic extracts are dried and concentrated to yield an oil. The crude residue is eluted on a silica gel column with ethylacetate-hexane (1:2) yielding the product of this example as a yellow solid, m.p. 72-75 C.

The synthetic route of 51171-02-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Schering Corporation; US4551463; (1985); A;,
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. 144692-85-3, name is 2,3-Dichlorofuro[3,4-b]pyrazine-5,7-dione belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Formula: C6Cl2N2O3

To a solution of 5b (100mg, ca. 31mumol) and 4 (111mg, 10.2mumol) in dry DMF (5mL) was added DiPEA (91muL, 51.2mumol). The reaction was then stirred at 40C for 36h. The solvent was removed in vacuo and subsequently co-evaporated with toluene (3¡Á2mL). The crude material was purified by gradient column chromatography (SiO2; CH2Cl2/EtOAc 100:0?95:5) to afford analytically pure 1b as a white solid. Yield=95mg (59%). (0016) 1H NMR (500MHz, CDCl3): delta 8.17 (s, 4H, ArH), 7.92-7.94 (m, 4H, ArH), 7.45-7.49 (m, 4H, ArH), 7.23 (s, 4H, ArH), 5.65 (t, 3JHH=8.0, 2H, ArCH), 5.53 (t, 3JHH=8.4, 2H, ArCH), 4.12 (t, 3JHH=6.3, 4H, CH2), 3.46 (t, 3JHH=6.3, 4H, CH2), 2.21-2.31 (m, 8H, CHCH2), 1.25-1.50 (m, 32H, CH2), 0.90-0.95 (m, 12H, CH3). 13C{1H} NMR (126MHz, CDCl3): delta 162.2, 158.5, 153.1, 152.2, 141.5, 139.8, 136.8, 135.6, 129.7, 128.4, 123.8, 118.8, 39.8, 34.4, 32.7, 32.4, 32.0, 29.5, 29.5, 28.1, 27.8, 22.8, 14.2. HR ESI-MS positive ion: 1603.4086m/z [M+Na]+ (calc. 1603.4212). Anal. Calcd for C84H80Br2N10O12 (1581.43gmol-1): C, 63.80; H, 5.10; N, 8.86. Found: C, 63.83; H, 5.01; N, 8.80.

The synthetic route of 144692-85-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Knighton, Richard C.; Chaplin, Adrian B.; Tetrahedron; vol. 73; 31; (2017); p. 4591 – 4596;,
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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H7N3O2

(Step 6-i) To a solution of methyl 3-aminopyrazine-2-carboxylate (5 g, 32.65 mmol) in 20 mL warm acetic acid was added to 2.8 mL of bromine dropwise. The reaction mixture was allowed to stand for 10 min, then added to 150 mL of water. The precipitate was collected and washed with water. After drying in vacuo, the resulting orange solid, methyl 3-amino-6-bromopyrazine-2-carboxylate, can be used directly without further purification.

According to the analysis of related databases, 16298-03-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/36272; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 50866-30-3, These common heterocyclic compound, 50866-30-3, name is 5-Methylpyrazine-2-carbaldehyde, 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 N,Nbis(4-methoxybenzyl)ethanesulfonamide (Example 12.0, 73.13 g, 0.209 mol, 1.2 equiv.) in anhydrous THF (600 mL) at -78 C was added n-butyl lithium (83.71 mL, 0.209 mol, 2.5 M solution in hexanes, 1.2 equiv.) via additional funnel slowly, and the resulting mixture was stirred for 10 mm. Then a solution of 5-methylpyrazine-2-carbaldehyde (Example 33.1, 21.3 g, 0.174 mol, 1.0 equiv.) in anhydrous THF (150 mL) was added, and the resulting mixture was stirred at the same temperature for 45 mm and then allowed to warm to RT for 2 h. The reaction mixture was quenched by the addition of aqueous ammonium chloride (200 mL) and extracted with EtOAc (2 x 2 L). The combined organic layers were washed with brine (2 x 500 mL) (Note: no productwas observed in the ammonium chloride or brine layer). After drying over anhydrous Na2SO4, the filtrate was concentrated in vacuo, to afford an oil. The oil was purified by flash column chromatography (silica gel, 23 0-400 mesh) to afford the two isomers. The faster moving isomer (32 g as a white solid) was obtained from the column with a gradient of 10 % to 30 % EtOAc in petroleum ether. 1H NMR (400 MHz, DMSO-d6) 0 8.61 (d, J 1.5 Hz, 1H), 8.51 (d, J= 1.5 Hz, 1H), 7.22-7.11 (m, 4H), 6.90-6.80 (m, 4H), 6.10 (d, J= 5.9 Hz, 1H), 5.29 (dd,J= 5.9, 2.2 Hz, 1H), 4.36-4.16 (m, 4H), 3.73 (m, 6H), 3.70-3.66(m, 1H) 2.50 (merged with solvent peak, 3H) and 1.10 (d,J= 7.0 Hz, 3H). LCMS-ESI (pos.) m/z:472.4 (M+H)t; Further elution of themixture with a gradient of 30 % to 35 % EtOAc in petroleum ether yielded Example 33.3 (16 g, pale yellow gummy liquid). 1H NMR (400 MHz, CDC13) oe 8.62 (d, J= 1.6 Hz, 1H), 8.44 (d,J= 1.5 Hz, 1H), 7.25-7.12 (m, 4H), 6.93-6.82 (m, 4H), 5.17 (d,J= 7.1 Hz, 1H), 4.47 (d, J= 15.2 Hz, 3H), 4.14 (d, J 15.4 Hz, 2H), 3.82 (d, J 1.8 Hz, 6H), 3.66-3.61 (m, 1H), 2.60 (d, J = 2.0 Hz, 3H), and 1.08 (dd, J = 7.2, 2.1 Hz, 3H). LCMSESI (pos.) m/z:472.4 (M+H)t

Statistics shows that 5-Methylpyrazine-2-carbaldehyde is playing an increasingly important role. we look forward to future research findings about 50866-30-3.

Reference:
Patent; AMGEN INC.; CHEN, Yinhong; DRANSFIELD, Paul John; HARVEY, James S.; HEATH, Julie Anne; HOUZE, Jonathan; KHAKOO, Aarif Yusuf; KOPECKY, David J.; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; PATTAROPONG, Vatee; SWAMINATH, Gayathri; YEH, Wen-Chen; RAMSDEN, Philip Dean; (434 pag.)WO2018/93577; (2018); 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. 118853-60-4, name is Methyl 6-aminopyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 6-aminopyrazine-2-carboxylate

A solution of methyl 6-amino-2-pyrazinecarboxylate (17 kg, 111 mmol, 1.00 equiv) in N,N-dimethylformamide (100 L) was placed in a 200 L reactor. NBromosuccinimide (56 kg, 333 mol, 3.3 equiv) was added in several portions to above thesolution while maintaining the temperature at 0C. The reaction progress was monitored by TLC (EA: PE = 1: 1) until the starting material was consumed completely. The reaction was quenched with 300 L water/ice. The solids were collected by filtration and dried. The crude product was re-crystallized in a solvent of MeOH (Svol: 1 g). The product (17 kg, purity = 98 %, 54%) was obtained as a yellow solid.1H-NIVIR (300 MHz, DMSO-d6) : 7.36(2H, b), 3.87(3H, s).

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; CUI, Haifeng; HENNESSY, Alan; JIN, Qi; MILES, Timothy James; MOSS, Stephen Frederick; PEARSON, Neil David; (173 pag.)WO2017/29602; (2017); A2;,
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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., SDS of cas: 36070-80-1

To a 0 C mixture of 5-chloropyrazine-2-carboxylic acid (1.0 g, 6.31 mmol) in DCM (6.3 mL) was added oxalyl chloride (6.3 mL, 12.6 mmol) and several drops of (0965) DMF. The mixture was stirred at RT overnight, then was concentrated in vacuo to provide the title compound, which was used in the next step without further purification.

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; BRISTOL-MYERS SQUIBB COMPANY; CHENG, Peter Tai Wah; SHI, Yan; KALTENBACH, Robert F. III; WANG, Ying; ZHANG, Hao; (160 pag.)WO2019/126099; (2019); 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. 13484-56-5, name is 3-Chloro-6-methoxypyrazin-2-amine, A new synthetic method of this compound is introduced below., Formula: C5H6ClN3O

To a solution of 3.15 g of 3-chloro-6-methoxypyrazin-2-amine in 20 mL of triethylamine, 2.6 mL of ethyl acrylate and 0.50 g of bis(tri-tert-butylphosphine)palladium(0) were added, and the mixture was stirred at an external temperature of 120 to 130C for 2 hours in a sealed tube. Thereto was further added 5 mL of triethylamine, and the mixture was stirred at the same temperature for 4 hours 50 minutes. The reaction mixture was cooled to room temperature and left overnight, then 0.5 mL of ethyl acrylate and 0.25 g of bis(tri-tert-butylphosphine)palladium(0) were added thereto and the mixture was stirred at an external temperature of 115 to 125C for 9 hours 20 minutes in a sealed tube. The reaction mixture was cooled to room temperature, water and ethyl acetate were then added thereto, the organic layer was separated and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography using an eluent of hexane:ethyl acetate = 4:1 to obtain 2.55 g of ethyl (2E)-3-(3-amino-5-methoxypyrazin-2-yl)acrylate as a yellow solid. 1H-NMR (CDCl3) delta: 1.32 (3H, t, J = 7.1 Hz), 3.91 (3H, s), 4.26 (2H, q, J = 7.1 Hz), 4.72 (2H, s), 6.73 (1H, d, J = 15.1 Hz), 7.61-7.68 (2H, m)

The synthetic route of 13484-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; Taisho Pharmaceutical Co. Ltd.; EP2022793; (2009); 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. 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., Safety of 2-Chloro-3-hydrazinylpyrazine

Into a 500-mL 3 -necked round-bottom flask, was added 2-chloro-3- hydrazinylpyrazine (5.0 g, 34.59 mmol, 1.00 equiv) in tetrahydrofuran (100 mL). While stirring this solution at 0 C a solution of TFAA (8.0 g, 38.09 mmol, 1.10 equiv) in tetrahydrofuran (100 mL) was added dropwise. The resulting solution was stirred for 1 h and then washed with sodium chloride(aq). The resulting solution was extracted with ethyl acetate and the organic layers were combined and concentrated under vacuum. Purification by flash chromatography (silica gel column with ethyl acetate: petroleum ether (1:5)) provided 7.3 g (88%) of 1-1 as a white solid.

According to the analysis of related databases, 63286-28-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IDEAYA BIOSCIENCES, INC.; BECK, Hilary, Plake; GONZALEZ-LOPEZ, Marcos; SUTTON, James, Clifford, Jr.; (86 pag.)WO2019/156989; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem