Tag: M.W=100-200

Related Products of 28217-95-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 28217-95-0 name is 2-Benzylpyrazine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Step B – Synthesis of 1 -phenyl-] -(2-pyrazinyl)-bromomethaneTo a solution of 2-benzylpyrazine (100 mg, 0.59 mmol) in 5 mL acetonitrile was added l,3-dibromo-5,5-dimethylhydantoin (183 mg, 0.64 mmol) and the reaction was heated at 65 C for 3 days. The solvent was evaporated and the crude product was purified using preparative TLC (20% acetone in hexane) to provide 2-(l-bromophenylmethyl)-pyrazine (50 mg, 35% yield) which was used immediately for the next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Benzylpyrazine, and friends who are interested can also refer to it.

Reference:
Patent; SCHERING CORPORATION; WO2008/130581; (2008); 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. 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C6H6N2O2

0.50 g (3.62 mmol) of 6-methylpyrazine-2-carboxylic acid was added to 1.88 g of polyphosphoric acid.0.33 g (3.62 mmol) of hydrazinecarbothioamide was added portionwise. It was stirred for 1 h at 140°C. After cooling down to 100 °C, water (6 mL) was added dropwise. After cooling to 0 °C, aqueous ammonium hydroxide solution (25percent, 4 mL) was added till a pH value of 12 was achieved. The precipitate was collected by filtration, washed with water and dried under reduced pressure at 50 °Caffording 476 mg (68percent of theory) of the title compound.?H-NMR (400MHz, DMSO-d6): 6 [ppm]= 2.53 (s, 3H), 7.68 (s, 2H), 8.54 (s, 1H), 9.05 (s, 1H).LC-MS (Method 1): R = 0.61 mm; MS (ESipos): m/z = 194 [M+H].

The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; THEDE, Kai; BENDER, Eckhard; SCOTT, William; RICHTER, Anja; ZORN, Ludwig; LIU, Ningshu; MOeNNING, Ursula; SIEGEL, Franziska; GOLZ, Stefan; HAeGEBARTH, Andrea; LIENAU, Philip; PUEHLER, Florian; BASTING, Daniel; SCHNEIDER, Dirk; MOeWES, Manfred; GEISLER, Jens; WO2015/140195; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 5910-89-4, name is 2,3-Dimethylpyrazine, 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 5910-89-4, Application In Synthesis of 2,3-Dimethylpyrazine

The S-2-[3-(3-methylpyrazin-2-yl)isoxazol-5-yl]pyrrolidine starting material was prepared as follows: A mixture of 2,3-dimethylpyrazine (2Og, 18.5mmol), selenium dioxide (41.06g,25 37mmol) and diatomeous earth (2Og) in EtOAc (500ml) was stirred and heated at 7O0C for 2 hours. The mixture was allowed to cool and the insoluble matter was removed by filtration through diatomeous earth. The filtrate was washed with saturated aqueous sodium hydrogen carbonate solution and then saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was suspended in water (100ml) and30 hydroxylamine (45ml of a 50% aqueous solution) was added. The mixture was stirred at ambient temperature for 18 hours and the mixture then extracted with EtOAc. The extracts were combined, washed with saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was triturated with isohexane to give 3- EPO methylpyrazine-2-carboxaldehyde oxime (9.65g, 38%); NMR Spectrum 2.67 (s, 3H), 8.23 (s, IH), 8.45-8.49 (m, 2H), 11.87 (s, IH).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2,3-Dimethylpyrazine, and friends who are interested can also refer to it.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/109026; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5910-89-4, A common heterocyclic compound, 5910-89-4, name is 2,3-Dimethylpyrazine, molecular formula is C6H8N2, 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.

2.56 g of 2,3-dimethyl-pyrazine (23.67 mmol) was dissolved in 100 mL of ethanol with 2.1 g 10% palladium on active carbon. The reaction mixture was hydrogenated under pressure (55-60 psi) for 3 days. The solid was filtered and removed. The filtrate was concentrated to afford 3.0 g of 2,3-dimethylpiperazine, which was used without purification. 1H NMR (400 MHz, CDCl3), delta (ppm): 2.95 (m, 4H), 2.74 (m, 2H), 1.04 (d, 6H).

The synthetic route of 5910-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); 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. 213019-67-1, name is 3-(Trifluoromethyl)pyrazin-2-amine, A new synthetic method of this compound is introduced below., Product Details of 213019-67-1

[1388] A solution of 3-(trifluoromethyl)pyrazin-2-amine (0.075 g, 0.460 mmol) [Oakwood, 500509] in dichloromethane (1.88 mL) was treated with N-bromosuccinimide (0.082 g, 0.460 mmol) and stirred at rt for 15 h. The reaction mixture was treated with additional N-bromosuccinimide (0.041 g, 0.230 mmol) and stirred for 21 h. The reaction mixture was diluted with water (10 mL) and extracted with dichloromethane (220 mL). The combined organic extracts were dried over sodium sulfate, filtered, and concentrated to brown, oily-solid. Purification by flash column chromatography using EtOAc in hexanes (0% to 30%) gave the desired product (64.5 mg, 58.1%) as a white solid. LCMS for C5H4BrF3N3(M+H)+: m/z=242.0, 243.9; Found: 241.9, 243.9.

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; Incyte Corporation; Douty, Brent; Ai, Yanran; Burns, David M.; Combs, Andrew P.; Falahatpisheh, Nikoo; Levy, Daniel; Polam, Padmaja; Shao, Lixin; Shepard, Stacey; Shvartsbart, Artem; Yue, Eddy W.; (132 pag.)US2020/2295; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 5910-89-4,Some common heterocyclic compound, 5910-89-4, name is 2,3-Dimethylpyrazine, molecular formula is C6H8N2, 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.

A mixture of 2,3-dimethylpyrazine (2Og, 18.5mmol), selenium dioxide (41.06g, 37mmol) and diatomeous earth (2Og) in EtOAc (500ml) was stirred and heated at 700C for 220 hours. The mixture was allowed to cool and the insoluble matter was removed by filtration through diatomeous earth. The filtrate was washed with saturated aqueous sodium hydrogen carbonate solution and then saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was suspended in water (100ml) and hydroxylamine (45ml of a 50% aqueous solution) was added. The mixture was stirred at25 ambient temperature for 18 hours and the mixture then extracted with EtOAc. The extracts were combined, washed with saturated aqueous sodium chloride solution, dried (MgSO4) and the solvent removed by evaporation. The residue was triturated with isohexane to give 3- methylpyrazine-2-carboxaldehyde oxime (9.65g, 38%); NMR Spectrum 2.67 (s, 3H), 8.23 (s, IH), 8.45-8.49 (m, 2H), 11.87 (s, IH).

The synthetic route of 5910-89-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/100461; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 723286-67-7, name is Ethyl 1,2,4-Triazolo[4,3-a]pyrazine-3-carboxylate, 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: 723286-67-7

A mixture of 380 mg of ethyl [1, 2,4] triazolo [4,3-a] pyrazine-3-carboxylate from Step B and 50 mg of 10% palladium on carbon in 10 ML of ethyl acetate and 10 mL of ethanol was stirred under an atmosphere of hydrogen for 18 h. The mixture was filtered through a pad of Celite and the filtrate concentrated to give the title compound as a solid. LC/MS 169 (M+1).

The synthetic route of Ethyl 1,2,4-Triazolo[4,3-a]pyrazine-3-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 38557-71-0, 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 38557-71-0 as follows.

To a suspension of 2-chloro-6-methylpyrazine (24 g, 186.7 mmol) in anhydrous MeOH (240 mL) was added NaOMe (12.1 g, 224 mmol). The mixture was stirred at 60-70C for 16 hours. The mixture was cooled and filtered. The filtrate was concentrated in vacuo to give 2- methoxy-6-methylpyrazine (22 g, 95% yield). 1H NMR (CDCI3400 MHz): delta 7.98 (s, 1 H), 7.94 (s, 1 H), 3.91 (s, 3H), 3.40 (s, 3H). LC-MS: t = 1.47 min (method 14), m/z = 124.8 [M + H]+.

According to the analysis of related databases, 38557-71-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (157 pag.)WO2018/78038; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1166831-45-3,Some common heterocyclic compound, 1166831-45-3, name is Methyl 6-chloro-3-methylpyrazine-2-carboxylate, molecular formula is C7H7ClN2O2, 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 methyl 6-chloro-3-methylpyrazine-2-carboxylate (8.6 g, 46.1 mmol) and hydrogen peroxide urea adduct (8.1 g, 86 mmol) in dichloromethane (100 mL) was added 2,2,2-trifluoroacetic anhydride (10.9 ml, 78 mmol) dropwise. The resulting mixture was stirred at room temperature for 2 h. The reaction mixture was diluted with DCM and quenched with water. The aqueous layer was extracted with DCM. The combined organic extracts were dried (MgSO4), filtered and concentrated in vacuo to give the crude product 5-chloro-3-(methoxycarbonyl)-2-methylpyrazine 1-oxide (8.83 g, 43.6 mmol, 95% yield) which was used without further purification. 1H NMR (300 MHz, CDCl3) delta ppm 8.31 (1H, s), 4.02 (3H, s), 2.65 (3H, s).

The synthetic route of 1166831-45-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; WHITE, Ryan; ALLEN, Jennifer R.; EPSTEIN, Oleg; HONG, Fang-Tsao; HUA, Zihao; HUMAN, Jason Brooks; LOPEZ, Patricia; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; TAMAYO, Nuria A.; ZHENG, Xiao Mei; US2014/213581; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

74290-68-9, name is 6-Bromo-5-methylpyrazin-2-amine, 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. Quality Control of 6-Bromo-5-methylpyrazin-2-amine

A mixture of compound 15a (100 g, 0.53 mol) and ClCH2CHO (500 g (400 mL), 3.20 mol, 50 wt % aqueous solution) in H2O (600 mL) was refluxed for 5 h. The reaction mixture was concentrated to remove ClCH2CHO then extracted with EtOAc (600 mL¡Á3). The combined organic layers were concentrated and recrystallized from EtOAc and petroleum ether. The mother liquor was purified by column chromatography eluted with petroleum ether/EtOAc (2:1?1:1) to give 5-bromo-6-methylimidazo[1,2-a]pyrazine 1 (50 g, 44%) as a yellow solid; mp 145-148 C; IR (KBr): 3100, 1495, 1324, 1295, 1145, 771 cm-1; 1H NMR (400 MHz, CDCl3): delta=8.99 (s, 1H), 7.87-7.84 (m, 2H), 7.69 (s, 3H); 13C NMR (100 MHz, CDCl3): delta=140.0 (2C), 139.0, 134.8, 115.0, 110.4, 22; HRMS-ESI: calcd for C7H7BrN3 (M+H)+: 211.9823 and 213.9803; found: 211.9817 and 213.9797.

The synthetic route of 74290-68-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Harris, Anthony R.; Nason, Deane M.; Collantes, Elizabeth M.; Xu, Wenjian; Chi, Yushi; Wang, Zhihan; Zhang, Bingzhi; Zhang, Qingjian; Gray, David L.; Davoren, Jennifer E.; Tetrahedron; vol. 67; 47; (2011); p. 9063 – 9066;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem