Month: April 2021

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. 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H16N2O2

General procedure: Butyl lithium (1.6 N solution in hexane, 1.05 equiv) was added to a solution of (2R)-1 (1 equiv) in anhydrous THF (5 mL) cooled to ?78¡ãC, and the mixture was stirred for 45 min. Imine 2a?f (1 equiv) in THF (4 mL) was added, and the mixture was stirred at ?78¡ãC for 8h. The reaction mixture was allowed to warm to ?10 ¡ãC, after which a pH=7 phosphate buffer solution (10 mL) was added, and the mixture was extracted with ethyl acetate (3¡Á10 mL). The organic phase was separated and dried with Na2SO4, and the solvent was evaporated in vacuo. Compounds 3, 4 were purified by means of flash chromatography (SiO2, CH2Cl2/hexane=40/60 for 3a (Rf 0.2) and 4a (Rf 0.4); CH2Cl2/ethyl acetate=95/5 for 3d (Rf 0.4) and 4d (Rf 0.5), 3e (Rf 0.5) and 4e (Rf 0.6); CH2Cl2/ethyl acetate=98/2 for 4f (Rf 0.6)).

According to the analysis of related databases, 109838-85-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Cremonesi, Giuseppe; Dalla Croce, Piero; Gallanti, Maddalena; La Rosa, Concetta; Tetrahedron; vol. 70; 11; (2014); p. 2054 – 2058;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. COA of Formula: C6H6N2O

Step A: 1-(Pyrazin-2-yl)ethylamine To a solution of 2-acetylpyrazine (206.7 mg, 1.7 mmol) and ammonium acetate (1.3 g, 17 mmol) in methanol (5.0 mL) was added sodium cyanoborohydride (75 mg, 1.19 mmol) followed by 3 A molecular sieves (0.85 g). The reaction mixture was stirred for 1 day at room temperature. It was acidified to pH 2 with concentrated HCl then filtered, and the solid was washed with methanol and H2O. The filtrate was concentrated in vacuo. The residue was dissolved in water and was made basic (pH 10-12) with 5N NaOH. The aqueous layer was extracted with CH2Cl2 several times while maintaining ~pH 10. The combined extracts were dried over Na2SO4, filtered, and concentrated the solvent in vacuo. The crude product was purified by preparative thin layer chromatography eluding with 5% 2M NH3 in MeOH/CH2Cl2 to give 74 mg of the title compound. 1H NMR (500 MHz, CDCl3): 8.61 (s, 1H); 8.5 (d, J=1.6 Hz, 1H); 8.44 (d, J=1.6 Hz, 1H); 4.21 (q, J=6.8 Hz, 1H); 1.46 (d, J=6.8 Hz).

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

Reference:
Patent; Merck & Co., Inc.; US6498165; (2002); 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

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

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

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 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

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

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. 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