Category: Pyrazines

Reference of 23688-89-3, The chemical industry reduces the impact on the environment during synthesis 23688-89-3, name is 6-Chloropyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

Step 1: tert-Butyl ((trans)-3-(6-chloropyrazine-2-carboxamido)cyclobutyl)carbamate A stirred solution of 6-chloropyrazine-2-carboxylic acid (0.25 g, 1.58 mmol) in DMF (3 mL) was added with DIPEA (0.42 mL, 2.37 mmol) and HATU (0.72 g, 1.9 mmol). The reaction mixture was stirred at room temperature for 20 minutes. A solution of tert-butyl (trans-3-aminocyclobutyl)carbamate (0.32 g, 1.74 mmol) in DMF (3 mL) was added and the reaction mixture was stirred at room temperature for 18 hours. The reaction mixture was diluted with ethyl acetate and was washed sequentially with saturated aqueous sodium hydrogen carbonate (*2) and brine. The organic phase was dried over anhydrous magnesium sulfate, filtered and the filtrate evaporated at reduced pressure to afford the title compound (0.530 g, 93%). 1H NMR (400 MHz, DMSO-d6); delta 9.18 (d, J=7.5 Hz, 1H), 9.11 (s, 1H), 9.01 (s, 1H), 7.30 (d, J=7.0 Hz, 1H), 4.54-4.49 (m, 1H), 4.08-4.01 (m, 1H), 2.70 (s, 1H), 2.48-2.39 (m, 2H), 2.27-2.19 (m, 2H), 1.40 (s, 9H).

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, 6-Chloropyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; RANCATI, Fabio; Rizzi, Andrea; Carzaniga, Laura; Linney, Ian; Knight, Chris; Schmidt, Wolfgang; (120 pag.)US2018/16267; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 5521-58-4, name is 5-Methylpyrazin-2-amine, 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 5521-58-4, name: 5-Methylpyrazin-2-amine

To 3-[(2S)-l-(dilluoromethoxy)propan-2-yl]oxy-5-[5-(dimethylcarbamoyl)pyrazin-2- yl]oxy-benzoic acid (74.2 g, 180 mmol) was added DMF (1.4 mL, 18 mmol). io Dichloromethane (810 mL) and oxalyl chloride (25.2 mL, 289 mmol) were charged and the reaction left to stir at ambient temperature for 2 hours. The solvent was evaporated under reduced pressure, azeotroped with toluene (2 x 600 mL) and the resulting oil dissolved in pyridine (392ml) and dichloromethane (500ml). A solution of 5-methylpyrazin-2-amine (CAS no. 5521-58-4) (29.7 g, 272 mmol) in is pyridine (549 mL) was charged dropwise to the stirred solution and the reaction stirred at ambient temperature for 20 hours. The solvent was evaporated under reduced pressure and the residue was taken up into ethyl acetate (1200 mL), washed with water (1200 mL), IM citric acid (2 x 780 mL), saturated aqueous sodium hydrogen carbonate (2 x 780 mL), saturated aqueous brine (780 mL) and the combined organic extracts were dried (MgSO4)20 and evaporated under reduced pressure the residue was purified by flash chromatography to afford the title compound (66 g).

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

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/50117; (2008); 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. 75907-74-3, name is (3,5,6-Trimethylpyrazin-2-yl)methanol, This compound has unique chemical properties. The synthetic route is as follows., Safety of (3,5,6-Trimethylpyrazin-2-yl)methanol

To a solution of the important intermediate (3,5,6-trimethylpyrazin-2-yl)methanol (4) (10 mmol) in dry tetrahydrofuran(20 mL), TsCl (13 mmol), TEA (20 mmol) and DMAP (2 mmol)were added. The mixture was allowed to stir at room temperaturefor 12 h. Then the solution was evaporated under vacuum andwashed with brine. After drying the organic layer over anhydrousNa2SO4 and evaporating the solvent under vacuum, the crudeproduct was purified by flash chromatography (silica gel, petroleumether: acetone = 10:1).

According to the analysis of related databases, 75907-74-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Xu, Bing; Yan, Wen-Qiang; Xu, Xin; Wu, Gao-Rong; Zhang, Chen-Ze; Han, Yao-Tian; Chu, Fu-Hao; Zhao, Rui; Wang, Peng-Long; Lei, Hai-Min; European Journal of Medicinal Chemistry; vol. 130; (2017); p. 26 – 38;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 912773-21-8, name is 2-Bromo-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. Recommanded Product: 2-Bromo-5-chloropyrazine

To a mixture of 2-bromo-5-chloropyrazine (46.0 g, 237 mmol) and ethyl 3- mercaptopropanoate (31.9 g, 237 mmol) in dioxane (460 mL) was added DIPEA (61.4 g, 475 mmol, 82.8 mL), Xantphos (13.7 g, 23.8 mmol) and Pd2(dba)3 (10.8 g, 11.8 mmol) in one portion under N2. The mixture was stirred at 80 C for 2 hours under N2. The mixture was then filtered and the filtrate was concentrated in vacuo. The residue was purified by column chromatography (Si02, petroleum ether/ethyl acetate = 1 :0 to 5: 1, petroleum ether: ethyl acetate = 10: 1) to afford ethyl 3-((5-chloropyrazin-2-yl)thio)propanoate (52.0 g, 192 mmol, 81% yield) as a light yellow oil. LC-MS (ESI+) m/z 247.1 (M+H)+; 1HNMR (400 MHz, CDCI3): d 8.37 (s, 1H), 8.20 (s, 1H), 4.18 – 4.13 (m, 2H), 3.40 (t, J= 7.0 Hz, 2H), 2.73 (t, J = 7.2 Hz, 2H), 1.25 (t, J= 7.2 Hz, 3H).

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

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

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. 153800-11-4, name is 2-Ethynylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 2-Ethynylpyrazine

To a solution of 223(100mg, 0347mmo1), 10(361mg, 0.347mmo1) in 20 mL of Et3N was added Pd(PPh3)2C12 (244mg, 0.347mmo1) and CuT (66.1mg. 0347mmo1). The mixture was protected under N2 atmosphere, then was heated at 70C for 4 hours. TLC analysis showed complete conversion of starting material to a major product. The reaction mixture was then concentrated in vacuo. The crude product was purified by PrepHPLC to give the target product Compound88(0mg, yield: 2180%),LCMS: m/z 265 (M+HY;1H NMR (400 MHz, CDCI3): oe 8.74 (d, J= 1.2 Hz, 1H), 8.588.57 (m, IH), 8.49 (d, J= 2.4Hz, 11:1), 813 (s, 1H), 793 (s, 1H), 768.-764 (in, 2H), 7.18 (t,J: 8.6Hz, 2H).

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 153800-11-4.

Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; JIN, Xiaowei; (176 pag.)WO2017/117708; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 1379338-74-5, 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. 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

(E) ie/t-buty. 3-((7-chioropyrido[4.3-??]pyrazi n-5-ylami no)methyl)-4- hydroxypiperidi ne-1 -carboxylate.5,7-dichloropyrido[4,3-?>]pyrazine (3.6 g, 18 mmol) and DIPEA (2.8 g, 21 .6 mmol) was added to a solution of ferf-buty. terf-buty. 3-(aminomethyi)-4-{terf~butyldimethyisiiyioxy)piperidine-1 -carboxylate (6.2 g, 18 mmol) in THF (20 mL) and the mixture was refluxed overnight. The volatile components were evaporated and the residue was extracted with ethyl acetate. Ethyl acetate was washed with brine and dried. The solvent was removed and the residue was re-dissolved in THF (16 mL) and TBAF was added in. The reaction mixture was stirred at room temperature for 2 hours. The mixture was diluted with ethyl acetate, washed with brine, then dried, filtered, and concentrated in vacuo. The crude residue was purified by flashchromatography to give the title compound (3.35 g, 47% yield). MS (m/z): 394(M+H)+.

The synthetic route of 5,7-Dichloropyrido[3,4-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; HUTCHISON MEDIPHARMA LIMITED; SU, Wei-Guo; DENG, Wei; JI, Jianguo; WO2012/167423; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products 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.

Step D: A flask was charged with (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-l,4′-bipiperidin-2-one hydrochloride (0.075 g, 0.18 mmol), 2,5-dichloropyrazine (0.030 g, 0.20 mmol), Hunig’s base (0.095 mL, 0.54 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 silica gel column chromatography with 50-100percent ethyl acetate in hexanes to provide (S)-3-(3-chloro-5-(trifluoromethyl)pyridin-2-ylamino)-r-(5- chloropyrazin-2-yl)-[l,4′-bipiperidin]-2-one (0.037 g, 0.076 mmol, 42percent yield) as yellow solid. Mass spectrum (apci) m/z = 489.2 (M+H).

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; 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 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.

2,3-dichloro-pyrazine (25 g) was dissolved in ethanol (500 mL),Hydrazine monohydrate (16.7 mL) was added, And the mixture was stirred under reflux for 1 hour and a half. Water was added to the reaction solution, and the precipitated solid was dried under reduced pressure after filtering off the resulting solid to give the title compound as white crystals by recrystallization from ethanol (18.12g, 74%).

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; TAIHO PHARMACEUTICAL COMPANY LIMITED; MINAMIGUCHI, KAZUHISA; OKAJIMA, SHIGEO; AOKI, SHINICHI; ASAI, MASANORI; ASAI, TAKAHIRO; YAMANAKA, HIROYOSHI; DOHI, SUGURU; (149 pag.)JP5851663; (2016); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 15986-92-2, name is 5,6-Dimethyl-2,3-dihydropyrazine, 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 15986-92-2, SDS of cas: 15986-92-2

A. To a solution of 5,6-dimethyl-2,3-dihydropyrazine (2.3 g, 21 mmol) in absolute ethanol (60 mL) was added sodium metal (6.5 g, 280 mmol) in small portions over a 3 hour period. The resulting mixture was heated to reflux. After 3 hours at reflux, the product was distilled from the mixture while 200 mL of water was added gradually to reaction vessel. The distillate was treated with 1 N aqueous HCl solution and concentrated in vacuo to afford a semi-solid. Titration with acetone afforded 0.78 g (20% yield) of (trans)-2,3-dimethylpiperazine, a compound of formula (Gb), as an orange solid; NMR (DMSO-d6) 9.8 (br s, 4), 3.5-3.2 (m, 6), 1.2 (s,6) ppm.

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, 5,6-Dimethyl-2,3-dihydropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Schering Aktiengesellschaft; US6207665; (2001); B1;,
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. 14508-49-7, name is 2-Chloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C4H3ClN2

20.0 g (174.6 mmol) of chloropyrazine are added dropwise to 61.7 g (1.2 mol) of hydrazine hydrate, and the mixture is stirred at 120 C. for 45 min. The mixture is then allowed to stand at 2 C. for 24 h. The solid is filtered off and washed twice with petroleum ether. The solid is initially air-dried and then dried under high vacuum. The solid is then recrystallized from toluene and again dried under high vacuum.Yield: 6.5 g (34% of theory)LC-MS (Method 1): Rt=0.41 min; MS (ESIpos): m/z=111 [M+H]+.

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 14508-49-7.

Reference:
Patent; Thede, Kai; Flamme, Ingo; Oehme, Felix; Ergueden, Jens-Kerim; Stoll, Friederike; Schuhmacher, Joachim; Wild, Hanno; Kolkhof, Peter; Beck, Hartmut; Akbaba, Metin; Jeske, Mario; US2012/264704; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem