Month: August 2021

Synthetic Route of 54608-52-5, These common heterocyclic compound, 54608-52-5, name is 2-Hydrazinopyrazine, 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: A mixture of amidrazone 1a (1.00 g, 0.0047 mol), benzaldehyde (2a)(0.50 g, 0.0047 mol), PEG-300 (5 mL) and CAN (5 mol%) was heated at 80 C for 1 h (Table 2). After completion of the reaction as monitored by TLC, the mixture was cooled to r.t. and extracted with Et2O (3 × 20mL). The combined organic layers were washed with H2O (2 × 30 mL) and aq NaHCO3 solution (2 × 30 mL), dried over anhydrous Na2SO4 and concentrated under reduced pressure. The crude residue was purified by silica gel column chromatography (EtOAc-hexane, 1:1) to afford pure 3a.

Statistics shows that 2-Hydrazinopyrazine is playing an increasingly important role. we look forward to future research findings about 54608-52-5.

Reference:
Article; Nakka, Mangarao; Tadikonda, Ramu; Rayavarapu, Srinuvasarao; Sarakula, Prasanthi; Vidavalur, Siddaiah; Synthesis; vol. 47; 4; (2015); p. 517 – 525;,
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. 4774-15-6, name is 2,6-Dimethoxypyrazine, A new synthetic method of this compound is introduced below., COA of Formula: C6H8N2O2

General procedure: A magnetically stirred solution of xanthate (2.0 equiv) and pyrazine (1.0 equiv) in 1, 2-dichloroethane (1.0mmol/mL according to the xanthate) was refluxed for 15min under a flow of nitrogen. Then dilauroyl peroxide (DLP) was added portionwise (20mol % according to the xanthate) every hour until total consumption of one substrate. The reaction mixture was then cooled to room temperature and the solvent was evaporated under reduced pressure. Unless otherwise specified, the crude product was purified by flash chromatography on silica gel.

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; Huang, Qi; Qin, Ling; Zard, Samir Z.; Tetrahedron; vol. 74; 40; (2018); p. 5804 – 5817;,
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. 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,3-Dichloropyrido[2,3-b]pyrazine

CuI (6.00 mg, 0.03 mmol), PdCl2(PPh3)2 (30.0 mg, 0.04 mmol), and i-Pr2NH (2 mL) were added to 2,3-dichloropyrido[2,3-b]pyrazinerefPreviewPlaceHolder21 (240 mg, 1.20 mmol) in dry DMSO (4 mL) under a slow stream of argon. After 20 min stirring under argon, p-tolylacetylene (348 mg, 3.00 mmol) in i-Pr2NH (2 mL) was added drop wise for 25 min. Stirring was continued for 6 h at room temperature. The reaction mixture was then filtered and solids over the filter were rinsed with hexane (5 mL) giving 5. This crude product 5 was purified by flash column chromatography on silica gel (3.x.30 cm) with CHCl3 as the eluent. The yield was 346 mg. The filtrate was evaporated to dryness under reduced pressure. The residue was mixed with silica gel and purified by flash column chromatography on silica gel (2.x.20 cm) with CHCl3 as the eluent. The yellowish fraction Rf (CHCl3) 0.3 gave 25.0 mg of 5. Compound 5 was obtained in 86percent total yield (371 mg) as pale yellow crystals, mp 219-221 °C (decomp., EtOH); 1H NMR (CDCl3, 250 MHz) delta ppm: 2.39 (br s, 6H, 2Me), 7.20 (m, 4H, p-Tol), 7.59 (m, 4H, p-Tol), 7.67 (dd, J=8.4, 4.3 Hz, 1H, H(7)), 8.38 (dd, J=8.4, 1.9 Hz, 1H, H(8)), 9.13 (dd, J=4.3, 1.9 Hz, 1H, H(6)); 13C NMR (CDCl3, 62.9 MHz) delta ppm: 22.1, 86.5, 86.7, 97.9, 98.6, 118.6, 118.8, 126.0, 129.8, 132.8, 132.9, 136.5, 137.9, 141.0, 141.1, 142.5, 144.5, 149.3, 155.1; IR, cm-1: 2207 (CC). MS m/z: 359 ([M]+, 30), 344 (33), 217 (49), 203 (15), 190 (30), 179 (30), 164 (11), 140 (100), 141 (52), 89 (14), 77 (64), 65 (13). Anal. Calcd for C25H17N3: C, 83.54; H, 4.77; N, 11.69. Found: C, 83.71; H, 4.56; N, 11.54.

According to the analysis of related databases, 25710-18-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gulevskaya, Anna V.; Nguyen, Huong T.L.; Tyaglivy, Alexander S.; Pozharskii, Alexander F.; Tetrahedron; vol. 68; 2; (2012); p. 488 – 498;,
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. 19745-07-4, name is 2,5-Dichloropyrazine, A new synthetic method of this compound is introduced below., SDS of cas: 19745-07-4

A degazed suspension of 3,3-dimethyl-6-(2-methylpyrimidin-5-yl)indolin-2-one (100 mg, 395imol, Eq: 1.00) and 6-bromo-2,3-dimethylpyridine (88.1 mg, 474 imol, Eq: 1.20), potassium carbonate (120 mg, 869 imol, Eq: 2.20), copper(I) iodide (7.52 mg, 39.5 imol, Eq: 0.10), N,N?Dimethylethylenediamine (6.96 mg, 8.5 jil, 79.0 imol, Eq: 0.20) and acetonitrile (2 ml) was heated to 120°C for 18h.The mixture was partitioned between water (10 mL) and dichloromethane (10 mL), then theaqueous layer was extracted with dichloromethane, the combined organic layers were dried,evaporated and the residue was purified by chromatography on silica gel to give the desired compound as a white solid (73mg, 52percent). MS (mlz) = 359.2 [M + H]+ :_The title compound was prepared in analogy to Example 70 step d, with 3,3-Dimethyl-6-(2- methylpyrimidin-5-yl)indolin-2-one (example 70 step c) and 2,5-dichloropyrazine as starting materials. White solid. Yield: 6percent. MS (mlz) = 366.2 (M+H)

The synthetic route of 19745-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; HILPERT, Hans; KOLCZEWSKI, Sabine; HUMM, Roland; STOLL, Theodor; MUSER, Thorsten; PLANCHER, Jean-Marc; GAUFRETEAU, Delphine; (142 pag.)WO2015/197567; (2015); A1;,
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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C6H7N3O2

General procedure: Used for N-benzyl derivatives 1-8. The starting 3-aminopyrazine-2-carboxylic acid(Sigma-Aldrich, Schnelldorf, Germany; 2.2 g; 15.8 mmol) in methanol (250 mL) was cooled downto 0 C and concentrated H2SO4 (3.2 mL) was added. The reaction mixture was stirred for 48 h atrt. Subsequently the reaction mixture was poured into water (27 mL) and alkalized by NaHCO3(approx. 6.3 g) to pH = 7. The precipitate was filtered off and collected as white-brown solid toobtain methyl 3-aminopryzine-2-carboxylate [32]. Methyl 3-aminopyrazine-2-carboxylate (100 mg;0.65 mmol) in methanol (2 mL) along with substituted benzylamine (1.95 mmol; 3 equiv) and NH4Cl(10 mg; 0.19 mmol; 0.1 equiv) [33] were put into reaction tube used for microwave assisted synthesiswith a magnetic stirrer. Reaction was performed in a CEM Discover microwave reactor with a focusedfield in pressurized vials with the following settings: 130 C, 90 W and 40 min. The progress of thereaction was checked using TLC (Merck Silica 60 F254) developed by in hexane/ethyl-acetate 2:1 system.The reaction mixture was adsorbed to silica gel and purified by flash chromatography (Teledyne IscoInc.,) using silica (irregular, 40-63 m) as a stationary phase and gradient elution EtOAc in hexane0-100%, with respect to the expected lipophilicity of the product.

The synthetic route of 16298-03-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bouz, Ghada; Semelkova, Lucia; Jand?ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Kubi?ek, Vladimir; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; Molecules; vol. 24; 7; (2019);,
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. 28643-16-5, name is Methyl 3-amino-5-chloropyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 3-amino-5-chloropyrazine-2-carboxylate

Acid-2: 3-Amino-5-methoxy-pyrazine-2-carboxylic acid; a) 3-Amino-5-tri-deutero-methoxy-pyrazine-2-carboxylic acid tri-deutero methyl ester; To a solution of 0.217 ml (5.33 mmol) tetra-deutero methanol in 7 ml THF was added at 0 C 94 mg (2.346 mmol) 60% sodium hydride in oil and the mixture was stirred at room temperature for 1 h. After re-cooling to 0 C 400 mg (2.132 mmol) 3-amino-5-chloro- pyrazine-2-carboxylic acid methyl ester (GB 1248146) was added and the mixture was allowed to warm to room temperature and stirred for four days.Saturated aq. NH4CI was added and the mixture was extracted with EtOAc, the combined organic layers were washed with saturated aq. sodium chloride, dried with Na2S04 and evaporated. The residue was purified by chromatography on silica gel (cyclohexane to cyclohexane/EtOAc 1 :3) to provide the title compound as colorless solid.HPLC: RtH9= 0.61 min; ESIMS [M+H]+ = 190.2;1H-NMR (400 MHz, DMSO-cfe): 5 7.51 (s, 1 H), 7.48 (br s, 2H).

According to the analysis of related databases, 28643-16-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; HURTH, Konstanze; LUEOEND, Rainer Martin; MACHAUER, Rainer; NEUMANN, Ulf; RUEEGER, Heinrich; SCHAEFER, Michael; TINTELNOT-BLOMLEY, Marina; VEENSTRA, Siem Jacob; VOEGTLE, Markus; WO2012/95463; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 33332-25-1, 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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Step 1Compound (67) (10 g) was suspended in water (35 ml) and 2 mol/L-aqueous solution of sodium hydroxide (34.8 ml) was added and the mixture was stirred at room temperature for 4.5 hours. 2 mol/L-hydrochloric acid (34.8 ml) was added to neutralize and stirred at room temperature overnight. The precipitated insoluble material was collected by filtration, washed with water and dried under reduced pressure to afford Compound (68) (3.47 g).1H-NMR (DMSO-d6) delta 8.93 (1H, s), 9.03 (1H, s).

The chemical industry reduces the impact on the environment during synthesis Methyl 5-chloropyrazine-2-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SHIONOGI & CO., LTD.; US2012/15961; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, 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 113305-94-5, Formula: C5H4N4

[000143] A solution of triphenylphosphine (5.75 g, 21.7 mmol) in anhydrous methylene chloride (35 ML) under argon at 0C was treated with N-BROMOSUCCINIMIDE (3.86 g, 21.7 MMOL). The mixture was allowed to stir for 15 min at 0C and then was treated with 3-cyclopentyl-2 (R)- (4-METHANESULFONYLPHENYL)-PROPIONIC acid (4.95 g, 16.7 mmol). The resulting mixture was then allowed to warm to 25C for 10 min. At this time, 2-AMINO-5-BROMOPYRAZINE (5.81 g, 33.4 mmol) was added, followed by the slow addition of pyridine (5.5 mL, 68.0 mmol). This mixture was allowed to stir for 3h at 25C, at which time, the reaction was concentrated in vacuo. The residue was dissolved in ethyl acetate and washed sequentially with a 1N aqueous hydrochloric acid solution (150 mL), a 10% aqueous potassium carbonate solution (100 mL), and a saturated aqueous sodium chloride solution (250 mL). The organic layer was dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 75S, Silica, 2.5% to 5% gradient ethyl ACETATE/METHYLENE chloride) afforded 2 (R)- (4- methanesulfonyl-phenyl) -3-cyclopentyl-5-bromo-pyrazin-2-yl-propionamide (6.12 g, 81 %) as a light yellow solid.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); 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., SDS of cas: 75907-74-3

General procedure: To a solution of A1B1 (1.0mmol) and triphenylphosphine (1.5mmol) in anhydrous tetrahydrofuran (3mL), added C1 or C2 (2.0mmol) and dropwise added diethyl azodicarboxylate (DEAD, 1.5mmol) in anhydrous and anoxybiotic conditions. The reaction mixture was stirred at-2C for 30min, and then stirred at room temperature for 24h. After completion of reaction was monitored through TLC, the reaction mixture was filtered and washed with ether and saturated salt water to get products because there would be a solid precipitate.

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 75907-74-3.

Reference:
Article; Wang, Fang; Sun, Jun-Rong; Huang, Mei-Yan; Wang, Hui-Ying; Sun, Ping-Hua; Lin, Jing; Chen, Wei-Min; European Journal of Medicinal Chemistry; vol. 72; (2014); p. 35 – 45;,
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. 19745-07-4, name is 2,5-Dichloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C4H2Cl2N2

EXAMPLE 1a 1-(5-Chloro-2-pyrazinyl)piperazine A mixture of 2,5-dichloropyrazine (14.9 g, 0.1 mol), piperazine (50.5 g, 0.59 mol), acetone (22.5 ml), water (20 ml) and concentrated aqueous HCl (1.8 ml) was heated at reflux for 3 hr. The reaction mixture was cooled, diluted with water, filtered and the acetone was removed by distillation. The aqueous solution was then extracted thrice with chloroform. The combined extracts were washed twice with water, dried (Na2 SO4) and evaporated to dryness to afford 7.3 g of solid, m.p. 98°-102°. J. K. Boissier et al., J. Med. Chem., 6, 541 (1963) report a m.p. of 101° C.

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 19745-07-4.

Reference:
Patent; American Home Products Corp.; US4355031; (1982); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem