Pyrazines

Reference of 16298-03-6, 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.

Example 3a: methyl 3-amino-6-iodopyrazine-2-carboxylate 1.5 equivalents of N-iodosuccinimide are added at room temperature to 5 g (32.7 mmol) of a methyl 3-aminopyrazine-2-carboxylate solution in 25 ml of dimethylformamide. The reaction medium is heated at 65 C for 1 hour, added together with 0.5 equivalents of N-iodosuccinimide and maintained at 65C for 24 hours. After returning to room temperature, the solvent is evaporated and then the product is extracted several times with dichloromethane. The organic phases are combined, washed with 10% sodium bisulfite solution, dried on magnesium sulfate and concentrated to yield 8 g (88%>) of methyl 3-amino-6-iodopyrazine-2-carboxylate in the form of a yellow solid. LCMS (EI, m/z): (M+l) 280 1H NMR: deltaEta ppm (400 MHz, DMSO): 8.50 (1H, s, CHarom), 7.50 (2H, bs, NH2), 3.20 (3H, s, CH3).

The chemical industry reduces the impact on the environment during synthesis Methyl 2-aminopyrazine-3-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; PIERRE FABRE MEDICAMENT; KRUCZYNSKI, Anna; CREANCIER, Laurent; KALOUN, El Bachir; BEDJEGUELAL, Karim; RABOT, Remi; WO2014/16434; (2014); A1;,
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22047-25-2, name is Acetylpyrazine, 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. SDS of cas: 22047-25-2

General procedure: A 100 mL round-bottom flask charged with 2-acetylpyrazine (1.47 g, 2 mmol) was added MeOH (30 mL), KOH pellets (0.675 g,2 mmol) and water (2 mL). The resulting mixture was stirred for10 min and then added corresponding n,n?-dimethoxybenzaldehydes (1.0 g, 1 mmol) and ammonium solution (6 mL) was added slowly stirring at room temperature for 4 h, a white precipitate obtained was filtered, washed with MeOH and diethyl ether. The crude products on recrystallization in a mixture of CHCl3:MeOH (1:1) gave white crystals of desired compounds, 1-4.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Golla, Ramesh; Kumar, P. Raghavendra; Suchethan; Foro, Sabine; Nagaraju; Journal of Molecular Structure; vol. 1201; (2020);,
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Application of 27825-21-4, 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. 27825-21-4, name is Methyl 3-chloropyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A solution of 17.4 ml (0.184 mmol, 2.8 eq.) of ethyl glycolate in 20 ml of DME is added drop by drop to a suspension of 6.85 g (0.171 mol, 2.6 eq.) of NaH (60% in oil) at 0 C. in 200 ml of DME. After leaving under stirring for 15 min, 11.36 g of the chlorinated derivative from step a) above in solution in 20ml of DME is then introduced. After returning to a normal temperature, the medium is heated to 80 C. for 9 hrs. After evaporation and resuspension in water, the medium is acidified with acetic acid to pH 4 and then extracted with 5 times 50 ml of ethyl acetate. After drying on Na2So4, filtration and evaporation, the residue is triturated in petroleum ether and then crystallized, filtered and vacuum dried. 9.91 g (72%) of aromatization product is obtained. FP=160 C. (dec). NMR (1H, CDCl3): 1.48 (t; J=7.2 Hz; 3H; CH3 ester), 4.53 (q; J=7.2 Hz; 2H; CH2 ester), 8.41 (m; 1H; OH), 8.50 (d, J=2.4 Hz; 1H; arom. H), 8.69 (d, J=2.4 Hz; 1H; arom. H).

The synthetic route of Methyl 3-chloropyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Imbert, Thierry; Monse, Barbara; Koek, Wouter; US2005/80085; (2005); A1;,
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Adding a certain compound to certain chemical reactions, such as: 486460-21-3, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine, 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 486460-21-3, Recommanded Product: 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine

Example 1 : Preparation of (S)-benzyl 1-hydroxy-4-oxo-4-(3-(trifluoromethyl)- 5,6-dihydro-ri ,2,41triazolor4,3-aipyrazin-7(8H)-yl)butan-2-ylcarbamate A 2.0 M solution of AIMe3 in hexanes (0.98 ml_, 1.96 mmol) was added to a solution of 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1 ,2,4]triazolo[4,3-a]pyrazine (271 mg, 1.41 mmol) in anhydrous methylene chloride (5 ml_). The resulting mixture was added dropwise to a solution of (S)-benzyl 5-oxotetrahydrofuran- 3-ylcarbamate (265 mg, 1.13 mmol) in anhydrous methylene chloride (5 ml_) at 0 0C. When the reaction was completed, 1 M KHSO4 solution (25 ml_) was added slowly. The layers were separated and the aqueous layer was extracted with methylene chloride (25 ml_). The organic layers were mixed, dried over anhydrous Na2SO4, filtered and concentrated to dryness to yield (S)-benzyl 1 -hydroxy-4-oxo-4-(3-(trifluoromethyl)-5,6-dihydro- [1 ,2,4]triazolo[4,3-a] pyrazin-7(8H)-yl)butan-2-ylcarbamate (353 mg, 0.83 mmol, 73% yield).

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, 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ESTEVE QUIMICA, S.A.; BARTRA SANMARTI, Marti; RUSTULLET OLIVER, Albert; FERNANDEZ HERNANDEZ, Sara; MONSALVATJE LLAGOSTERA, Montserrat; WO2010/97420; (2010); A1;,
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Application of 6863-73-6, These common heterocyclic compound, 6863-73-6, name is 3-Chloropyrazin-2-amine, 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.

General procedure: NaH (60% in mineral oil, 0.04 g, 1 mmol) was added to a stirredsolution of the appropriate benzyl alcohol derivative (1 mmol) inanhydrous DMF (3 mL) at room temperature and stirring wascontinued for 1 h. Commercially available 2-amino-3-chloropyrazine (0.13 g, 1 mmol) was added to the reactionmixture which was further stirred at 100 C for 15 h. After cooling,the solvent was evaporated and the residue was partitioned betweenwater and dichloromethane. The organic layer was driedover anhydrous Na2SO4, filtered, and concentrated. The residuewaspurified by flash column chromatography (SiO2, EA/n-Hex 1/5).

Statistics shows that 3-Chloropyrazin-2-amine is playing an increasingly important role. we look forward to future research findings about 6863-73-6.

Reference:
Article; Elkamhawy, Ahmed; Park, Jung-eun; Hassan, Ahmed H.E.; Pae, Ae Nim; Lee, Jiyoun; Paik, Sora; Park, Beoung-Geon; Roh, Eun Joo; European Journal of Medicinal Chemistry; vol. 157; (2018); p. 268 – 278;,
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Application of 762240-92-6, A common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, molecular formula is C6H8ClF3N4, 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 the acid (VII?) (1.00 g, 2.62 mmol) in THF (5 mL) at 0 C is added carbonyldiimidazole (510 mg, 3.15 mmol) and 10 minutes later triethylamine (0.4 mL, 2.62 mmol), previously solubilised in THF (5 mL), and triazolopiperazine hydrochloride (VIII) (599 mg, 2.62 mmol). The mixture, under an inert atmosphere of N2, is magnetically stirred under reflux for 16 hours until completion, then the mixture is cooled to room temperature, water added and the mixture extracted with toluene. The combined organic phases are dried and evaporated under reduced pressure. 1H NMR (300 MHz, d6-dmso, 100 C.) delta 7.4-7.2 (m, 7H), 6.90 (bs, 1H) 4.97 & 4.90 (AB system, J=12.9 Hz, 2×1H), 4.92 (s, 2H), 4.26-4.14 (m, 3H), 3.97 (t, J=5.5 Hz, 2H), 2.92 & 2.67 (2×dd, J=14.1, 4.9 Hz, 2×1H), 2.83-2.72 (m, 2H).

The synthetic route of 762240-92-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CHEMO IBERICA S.A.; Rasparini, Marcello; Tufaro, Roberto Rocco; Minelli, Cosima; US2014/81026; (2014); A1;,
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Application of 72788-94-4, The chemical industry reduces the impact on the environment during synthesis 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, I believe this compound will play a more active role in future production and life.

To a solution of Intermediate 112A (2.00 g, 13.84 mmol) in CHCl3 (20 mL) was added active manganese dioxide (4.81 g, 55.3 mmol) and the resulting suspension was refluxed for 2 h. The reaction mixture was cooled to ambient temperature, filtered through Celite and washed with CHCl3 (200 mL). The combined filtrates were washed with brine (200 mL), dried over anhydrous sodium sulfate and evaporated under reduced pressure. The residue was purified by silica gel column chromatography (Redisep-24 g, 20-30 % EtOAc/ n-hexane) to obtain Intermediate 112B (1.00 g, 50.70%) as a white solid.1H NMR (400 MHz, DMSO-d6) delta ppm 8.98 (d, J = 1.51 Hz, 1 H), 9.04 (d, J = 1.51 Hz, 1 H), 10.07 (s, 1 H). LCMS: The compound did not ionize well.

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-Chloro-5-(hydroxymethyl)pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; GUNAGA, Prashantha; BHIDE, Rajeev S.; BORA, Rajesh Onkardas; PANDA, Manoranjan; YADAV, Navnath Dnyanoba; PRIESTLEY, Eldon Scott; RICHTER, Jeremy; (321 pag.)WO2018/93569; (2018); A1;,
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Synthetic Route of 939412-86-9, These common heterocyclic compound, 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, 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.

Step 3: (7S.9aR)-benzyl 7-(((3-chloropyrazin-2-yl)methyl)carbamoyl)-4-oxohexahvdro-lH- pyridor 1.2-al pyrazine-2(6H)-carboxylate To a solution of (7R,9aS)-2-((benzyloxy)carbonyl)-4-oxooctahydro-lH-pyrido[l,2-a]pyrazine-7- carboxylic acid (480 mg, 1.444 mmol) in anhydrous DMF (10 mL) was added EDC (415 mg, 2.166 mmol), DMAP (265 mg, 2.166 mmol), (3-chloropyrazin-2-yl)methanamine, HCl (312 mg, 1.733 mmol), and TEA (0.302 mL, 2.166 mmol) under N2, and the mixture was stirred at 25 C for 12 hrs. The mixture was poured into H20 (150 mL), and extracted with EtOAc (20 mL chi 5). The organic layer was washed with H20 (10 mL chi 6), brine (30 mL), dried over Na2SC>4, filtered, and evaporated in vacuo to give the crude product, which was then purified by flash chromatography (DCM/THF=85 ~ 70 %) to afford the title compound. 1H NMR (400MHz CDC13) delta = 8.44 (d, J=2.0 Hz, 1H), 8.33 (s, 1H), 6.98 (br. s., 1H), 5.20 – 5.10 (m, 2H), 4.88 (d, J=12.9 Hz, 1H), 4.68 (d, J=3.9 Hz, 2H), 4.29 – 4.18 (m, 1H), 4.16 – 4.05 (m, 1H), 3.94 (br. s., 1H), 3.41 (br. s., 2H), 2.73 (t, J=12.3 Hz, 1H), 2.39 (t, J=11.7 Hz, 1H), 2.08 (d, J=11.3 Hz, 1H), 1.95 – 1.86 (m, 2H), 1.41 – 1.32 (m, 1H) ppm.

The synthetic route of 939412-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; KOZLOWSKI, Joseph, A.; ALHASSAN, Abdul-Basit; BOGA, Sobhana Babu; GAO, Xiaolei; GUIADEEN, Deodialsingh; WANG, Jyhshing; XU, Jiayi; YU, Wensheng; YU, Younong; CAI, Jiaqiang; LIU, Shilan; WANG, Dahai; WU, Hao; YANG, Chundao; (211 pag.)WO2016/109221; (2016); A1;,
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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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 36070-80-1

5-chloropyrazine-2-carboxylic acid (1.00 g, 6.31 mmol),2,2,2-Trifluoroethylamine (687.52 mg, 6.94 mmol),N, N-diisopropylethylamine (3.56 mL, 20.81 mmol),Dissolve O- (7-azabenzotriazol-1-yl) -N, N, N ‘, N’-tetramethyluronium hexafluorophosphate in methylene chloride (30 mL) and stir at room temperature overnight under a nitrogen atmosphere did.Thereafter, saturated aqueous sodium bicarbonate solution was added, extraction was performed with ethyl acetate, and magnesium sulfate was added for dehydration.The magnesium sulfide was removed by suction filtration, the solution was concentrated under reduced pressure, and the composition was purified by silica gel chromatography to give the title compound.(1.10 g, 72.8% yield, white solid)

The synthetic route of 36070-80-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Kayaku Co.,Ltd.; Hasegawa, Shinji; Ueno, Shotaro; Shinko, Daiki; Kobayashi, Takehiko; Miyake, Takaaki; Asano, Shu; Sumi, Takuto; (101 pag.)JP2019/19124; (2019); A;,
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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. 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 875781-43-4

General procedure: 2-Bromo-5H-pyrrolo[3,2-b]pyrazine(4; 0.471 g,2.39 mmol), 4-pyridylboronic acid (0.58 g, 4.72 mmol), dichloro 1,1′-bis(diphenylphosphino)ferrocenepalladium (II) dichloromethane adduct (0.097 g, 0.12 mmol), acetonitrile(3 mL) and 1M sodium carbonate (3 mL) were placed in a 10 mL CEM microwavevial. The vial was capped and irradiated in a CEM microwave reactor for 30minutes at 150 C.Water (3 mL) and ethyl acetate (9 mL) were added the layers were partitioned. Theaqueous layer was extracted with ethyl acetate (2 x 10 mL). The combined organicextracts were washed with saturated sodium chloride (5 mL), dried over MgSO4and concentrated under reduced pressure. The residue was purified by preparativereverse phase HPLC to give 2-(pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazine(14; 0.28 g,60%) as an off white solid: 1H NMR (400 MHz, DMSO-d6) delta 12.24 (s, 1H), 9.00(s, 1H), 8.69 (dd, J = 4.5, 1.6 Hz, 2H), 8.12 (dd, J = 4.5, 1.6Hz, 2H), 7.98 (d, J = 3.6 Hz, 1H), 6.74 (d, J = 3.6 Hz, 1H); ESMSm/z 197.1 (M+1).

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:
Article; Burdick, Daniel J.; Wang, Shumei; Heise, Christopher; Pan, Borlan; Drummond, Jake; Yin, Jianping; Goeser, Lauren; Magnuson, Steven; Blaney, Jeff; Moffat, John; Wang, Weiru; Chen, Huifen; Bioorganic and Medicinal Chemistry Letters; vol. 25; 21; (2015); p. 4728 – 4732;,
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