Tag: M.W=100-200

Reference of 55557-52-3, 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 55557-52-3 as follows.

Example 245-[(3-Cyanopyrazin-2-y[)amino]-N-(6-methoxypyridin-3-y[)-3-methy[- 1 ,2-thiazo[e-4-carboxamide A mixture of 5-amino-N-(6-methoxypyridin-3-y[)-3-methy[-1 ,2-thiazo[e-4-carbox- amide [Intermediate 2] (100 mg, 0.38 mmo[, 1.2 eq), 3-ch[oropyrazine-2- carbonitri[e [CAS-RN: 55557-52-3] (44 mg, 0.32 mmo[, 1.0 eq) and cesium carbonate (236 mg, 0.73 mmo[, 2.3 eq) in 3 mL dioxane/DMF (7/1) was p[aced in amicrowave via[ and f[ushed with argon. Then, pa[[adium(II) acetate (7 mg,0.03 mmo[, 0.1 eq) and Xantphos (18 mg, 0.03 mmo[, 0.1 eq) were added. The via[ was capped and the reaction mixture was stirred at an environmenta[ temperature of 110 C overnight. On coo[ing, the reaction mixture was partitioned between dich[oromethane and water. After fi[tration over Ce[ite, the organic phase wasseparated and concentrated in vacuo. The crude product was crysta[[ised from dich[oromethane/ethy[ acetate to give 30 mg (21 % yie[d of theory) of the tit[e compound in 99% purity (LC-MS area-%).UPLC-MS (Method 1): R = 1.09 mm; MS (Elneg) m/z = 366 [M-H].1H-NMR (400 MHz, DMSO-d6): oe [ppm] = 2.53 (s, 3H), 3.79 (s, 3H), 6.72 (d, 1H), 7.75(s, 1H), 8.24 (dd, 1H), 8.42 (d, 1H), 8.61 (d, 1H), 12.54 (s br, 1H).

According to the analysis of related databases, 55557-52-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; PRECHTL, Stefan; SIEMEISTER, Gerhard; WENGNER, Antje Margret; ACKERSTAFF, Jens; NOWAK-REPPEL, Katrin; BADER, Benjamin; LIENAU, Philip; STOeCKIGT, Detlef; WO2014/118186; (2014); 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. 6164-79-0, name is Methyl 2-pyrazinecarboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of Methyl 2-pyrazinecarboxylate

Synthesis of pyrazin-2-ylmethanol:To a stirred solution of methyl pyrazine-2-carboxylate (0.5 g, 3.62 mmol) in H20 (10 mL) was added NaBH4 (685 g, 18.02 mmol) portion wise at 0 C, and the reaction mixture was allowed to warm to RT and stirred for 30 min under inert atmosphere. To this saturated K2C03 (10 mL) and EtOH (5 mL) was added and stirring was continued for another 1 h at RT. The progress of the reaction was monitored by TLC; the reaction mixture was extracted with EtOAc. The combined organic layer was dried over sodium sulphate, filtered and concentrated in vacuo to afford crude pyrazin-2-ylmethanol (0.3 g). LC-MS: 99.91%; 111.9 (M++l) (column; X-bridge C-18, (50×3.0 mm, 3.5mu); RT 0.72 min. 0.1% TFA in water: ACN; 0.8 ml/min); TLC: 100% EtOAc (Rf: 0.2).

The synthetic route of 6164-79-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVIVO PHARMACEUTICALS, INC.; RIPKA, Amy; SHAPIRO, Gideon; MCRINER, Andrew; WO2012/40230; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 78342-42-4,Some common heterocyclic compound, 78342-42-4, name is (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, molecular formula is C9H16N2O2, 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 3.32 g (18 mmol) of commercially available (2S)-2, 5-dihydro- 3,6-dimethoxy-2-isopropylpyrazine in 100 mL OF TETRAHYDROFURAN AT-70 °C was added 12 mL (19 mmol) of a 1.6M solution of butyllithium in hexanes. After stirring at this temperature for 20 min, 5 g (19.5 mmol) of 2-fluoro-4-trifluoromethylbenzyl bromide in 20 ML of tetrahydrofuran was added and stirring was continued for 3 h before warming the reaction to ambient temperature. The reaction was quenched with water, concentrated in vacuo, and extracted with ethyl acetate. The combined organic phase was washed with brine, dried, and concentrated in vacuo. Purification by flash chromatography (silica gel, 0-5percent ethyl acetate in hexanes) afforded the title compound. 1H NMR (500 MHz, CDC13) : 6 7.33-7. 25 (m, 3H), 4.35-4. 31 (m, 1H), 3.75 (s, 3H), 3.65 (s, 3H), 3.60 (t, 1H, J = 3.4 Hz), 3.33 (dd, 1H, J = 4.6, 13.5 Hz), 3.03 (dd, 1H, J = 7,13. 5 HZ), 2.25-2. 15 (m, 1H), 1.0 (d, 3H, J = 7 HZ), 0.66 (d, 3H, J = 7 HZ).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route (S)-2,5-Dihydro-3,6-dimethoxy-2-isopropylpyrazine, its application will become more common.

Reference:
Patent; MERCK & CO., INC.; WO2004/58266; (2004); 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. 122-05-4, name is Pyrazine-2,5-dicarboxylic acid, A new synthetic method of this compound is introduced below., name: Pyrazine-2,5-dicarboxylic acid

5 mmol of (DMFQ)2Ir(Cl)2Ir(DMFQ)2, 25 mmol of pyrazine-2,5-dicarboxylic acid (Py2CA), and 50 mmol of potassium carbonate were mixed in 100 mL of 1,2-dichloroethane, and refluxed for 24 hours under a nitrogen atmosphere. After the reaction was complete, the solution was cooled down to about 50 C., and filtrated. The filtrated solution was purified by using column chromatography to thereby produce (DMFQ)2Ir(Py2CA)Ir(DMFQ)2 at a yield of 82%.

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; SAMSUNG ELECTRONICS CO., LTD.,; US2008/269484; (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. 54013-07-9, name is 5-Methoxypyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5-Methoxypyrazin-2-amine

To a solution of 5-amino-3,4-dimethylisoxazole (2.00 g, 17.8 mmol, 1.0 equiv; CASNo. 19947-75-2) in THF (180 mL) at 0 C was added pyridine (1.80 mL, 22.3 mmol, 1.25 equiv) followed by phenyl chloroformate (2.36 mL, 18.7 mmol, 1.05 equiv). After stirring at 00C for 2.5 h, the reaction was warmed to room temp overnight. The reaction was diluted with ethyl acetate and washed with 2M HCI, water, saturated sodium bicarbonate, and brine. The organic layer was dried over magnesium sulfate, filtered, concentrated, and 10 purified by flash chromatography (dichloromethane/hexane) to give the title compound as a white solid (2.33 g). 1H NMR (400 MHz, DMSO-Cf6) delta ppm 10.70 (br. s., 1 H), 7.40 – 7.47 (m, 2 H), 7.26 – 7.30 (m, 1 H), 7.21 – 7.25 (m, 2 H), 2.16 (s, 3 H), 1.86 (s, 3 H). m/z 233 (MH+).

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 54013-07-9.

Reference:
Patent; PFIZER INC.; WO2009/127944; (2009); 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. 3149-28-8, name is 2-Methoxypyrazine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 3149-28-8

1) Preparation of 2-Iodo-3-methoxypyrazine To 20 ml of an anhydrous THF solution of 1.3 g of diisopropylamine was added 4.8 ml (2.5 M hexane solution) of n-butyllithium at -78 C., and the mixture was stirred at that temperature for 20 minutes. To the reaction mixture was added 10 ml of a THF solution of 1.1 of 2-methoxypyrazine, followed by stirring at -78 C. for 1 hour. To the reaction mixture was further added 10 ml of a THF solution of 4.0 g of iodine, followed by stirring for 4 hours while gradually elevating the temperature to room temperature. The reaction mixture was diluted with ethyl acetate, washed successively with a saturated sodium thiosulfate aqueous solution and a saturated sodium chloride aqueous solution, and dried over anhydrous sodium sulfate. The solvent was evaporated, and the residue was subjected to silica gel column chromatography using chloroform as a developing solution. The fraction containing the desired compound was concentrated to give 0.49 g of the title compound. 1H-NMR (CDCl3) delta: 4.02 (s, 3H), 7.94 (d, 1H, J=2.5 Hz), 7.99 (d, 1H, J=2.5 Hz).

According to the analysis of related databases, 3149-28-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Daiichi Pharmaceutical Co., Ltd.; US6169086; (2001); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 4858-85-9,Some common heterocyclic compound, 4858-85-9, name is 2,3-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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 vial containing 1-tert-butyl 4-methyl piperidine- 1 ,4-dicarboxylate (408 mg, 1.678 mmol) and 2,3-dichloropyrazine (250 mg, 1.678 mmol) in THF (2.5 mL) at rt under N2 is added dropwise LiHMDS (1.678 mL, 1.678 mmol). The reaction was stirred at rt 16 h. The reaction mixture was poured into H2O (10 mL) and extracted with EtOAc (3 x 20 mL). The combined organic layers were washed with saturated NaCl (10 mL), dried (MgSO4), and concentrated. Purification by ISCO (40 g SiO2, 0-75% EtOAc/Hexane) gives 1-tert-butyl 4- methyl 4-(3-chloropyrazin-2-yl)piperidine-l,4-dicarboxylate (565 mg, 1.588 mmol, 95 % yield) as a clear, colorless oil. [M+Na] = 378.0

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Dichloropyrazine, its application will become more common.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; BOURBEAU, Matthew P.; CHEN, Ning; HU, Essa; KUNZ, Roxanne; RUMFELT, Shannon; WO2010/57121; (2010); 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. 36070-75-4, name is 5-Chloropyrazine-2-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 36070-75-4

To a mixture of 5-chloropyrazine-2-carbonitrile (300 mg) and methanol (5 mL) was added a solution (28%, 456 mg) of sodium methoxide in methanol at room temperature, and the mixture was stirred overnight. To the reaction mixture was added ammonium chloride (138 mg), and the mixture was stirred at room temperature for 3 hr. The reaction mixture was filtered, and the solvent was evaporated under reduced pressure. The residue was washed with ethyl acetate to give the title compound (350 mg). MS: [M+H]+ 153.1.

According to the analysis of related databases, 36070-75-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Takeda Pharmaceutical Company Limited; SETO, Masaki; BANNO, Yoshihiro; IMAEDA, Toshihiro; KAJITA, Yuichi; ASHIZAWA, Tomoko; KAWASAKI, Masanori; NAKAMURA, Shinji; MIKAMI, Satoshi; NOMURA, Izumi; TANIGUCHI, Takahiko; MARUI, Shogo; (153 pag.)EP3061754; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 55557-52-3, These common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, 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 3-chloropyrazine-2-carbonitrile (Compound 101) (6.00 g, 43.0 mmol, 1.0 equiv.) In acetic acid (50 mL) was added Raney nickel (4.00 g) In the hydrogen ball under the room temperature reaction for 1.5 days. The reaction solution was filtered and the filtrate was taken dry and the residue was spin-fed with toluene (40 mL), 1 N HCl (15 mL) and toluene (40 mL) The residue was dissolved in tetrahydrofuran (30 mL), filtered, the cake was spin dried, To give (3-chloropyrazin-2-yl) methanamine hydrochloride (8.75 g, yield: 100%). Black solid;

Statistics shows that 3-Chloropyrazine-2-carbonitrile is playing an increasingly important role. we look forward to future research findings about 55557-52-3.

Reference:
Patent; Dongguan Zhen Xing Beite Pharmaceutical Co., Ltd.; Cai Xiong; Zhong Xianbin; Ye Chunqiang; He Qijie; Tan Shifeng; Qian Changgeng; (44 pag.)CN106588937; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 21279-64-1, These common heterocyclic compound, 21279-64-1, name is 5-Chloropyrazine-2-carboxamide, 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.

3.3 2 -[[2-[4-(2-Methoxyphenyl)piperazin-1-yl]ethyl]amino]pyrazine-5-carboxamide (E)-but-2-enedioate 5.7 g (0.0242 mol) of 2-[4-(2-methoxyphenyl)-piperazin-1-yl]ethanamine, 3.82 g (0. 0242 mol) of 2-chloropyrazine-5-carboxamide, 200 ml of acetonitrile and 3.35 g (0.0242 mol) of sodium carbonate are introduced into a 500 ml round-bottomed flask equipped with a reflux condenser and placed under nitrogen. The mixture is heated at reflux for 22 h, is allowed to cool and the solvent is evaporated under reduced pressure. The residue is purified by chromatography on a column of silica gel, the eluent being a 100/0 to 85/15 dichloromethane/methanol mixture, and the solid obtained is recrystallized from ethyl acetate. 0.96 g (0.0027 mol) of base is obtained. The fumarate is prepared from 0.96 g of base in solution in 50 ml of methanol and from 0.31 g (0.0027 mol) of fumaric acid in solution in 50 ml of methanol. The mixture is concentrated under reduced pressure and the product crystallizes. 0.97 g of white solid is obtained. Melting point: 220-222 C.

Statistics shows that 5-Chloropyrazine-2-carboxamide is playing an increasingly important role. we look forward to future research findings about 21279-64-1.

Reference:
Patent; Synthelabo; US5420130; (1995); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem