Month: July 2021

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. 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Safety of 5-Methylpyrazine-2-carboxylic acid

To a stirred suspension of 5-methyl-pyrazine-2-carboxylic acid (25 g, 181 mmol) in 540 mL THF at roomtemperature under N2 was added DIEA (31.7 mL, 181 mmol)resulting in a brown solution. Diphenyl phosphoryl azide(39.2 mL, 181 mmol) then was added dropwise as a solutionin 50 mL THF over 1 h behind a blast shield. The reac- tion was allowed to stir overnight. The reaction thenwas rotary evaporated to a small volume at room tempera- ture and partitioned between Et2O (1 L) and H20 (1 L) .The H2O layer was back extracted with 2 x 250 mL Et2O, andthe combined organics washed 2 x 1 L with sat’d Na2CO2.The organics were dried (MgSO4) , filtered, and concen- trated to a solid mass, which was triturated with Et2O togive the product as a yellow solid (15 g, 50%). Purercompound could be isolated by taking x g of the crudeproduct in 20x mL of Et2O, and treating with l-2x g ofdecolorizing carbon at room temperature for a few min- utes. After filtration and concentration, this materialwas homogeneous by TLC in EtOAc and pure white. The re- covery was typically 65%.

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; ICOS CORPORATION; WO2006/14359; (2006); A2;,
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. 69214-33-1, name is 8-Chloroimidazo[1,2-a]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 8-Chloroimidazo[1,2-a]pyrazine

Example A15Mixture of 3-bromo-8-chloro-imidazo[1,2-c]pyrazine and 3,8-dibromo-imidazo[1,2-a]pyrazine N-Bromosuccinimide (2.0 g, 11.6 mmol) was added to a stirred solution of intermediate 3 (1.78 g, 11.58 mmol) in DCM (50 ml). The mixture was stirred at RT for 2 h. and then diluted with further DCM and washed with a saturated solution of sodium carbonate. The organic layer was separated, dried (Na2SO4), filtered and the solvent evaporated in vacuo to yield a 72/28 mixture of 3-bromo-8-chloro-imidazo[1,2-c]-pyrazine and 3,8-dibromo-imidazo[1,2-a]pyrazine (intermediate 15) (5.89 g, 99%) as white solid.

The synthetic route of 69214-33-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Janssen Pharmaceutica NV; US2012/329792; (2012); 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. 356783-16-9, name is 3,6-Dichloropyrazine-2-carbonitrile belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. HPLC of Formula: C5HCl2N3

3.49 g of potassium fluoride and 1.33 g of tetrabutylammonium bromide were suspended in a mixed solvent containing 40 ml of toluene and 20 ml of dimethyl sulfoxide. The toluene was subsequently removed by distillation at normal pressure. A further 40 ml of toluene was then added and once again removed by distillation, thereby removing moisture from the system. 14.08 g of a toluene solution of 3,6-dichloropyrazine-2-carbonitrile with a concentration of 24.7% was then added to the reaction system, and the resulting mixture was stirred at 60 C. for 2.5 hours. Subsequently, 20 ml of toluene and 30 ml of water were added, and a separation was performed. The organic layer was washed with 20 ml of water, 20 ml of water and concentrated hydrochloric acid were then added to the organic layer to adjust the pH to 1.6, and another separation was performed. The organic layer was then washed with 20 ml of a 5% saline solution. Quantitative analysis by HPLC of the obtained organic layer revealed an equivalent yield of pure 3,6-difluoropyrazine-2-carbonitrile of 2.60 g (yield: 92.3%).

The synthetic route of 356783-16-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nippon Soda Co., Ltd.; US2011/275817; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 41110-33-2, The chemical industry reduces the impact on the environment during synthesis 41110-33-2, name is Methyl 5-methylpyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

5-Methylpyrazine-2-carbaldehyde, Example 27.1 (1062) A solution of LAH (164.0 mL, 0.164 mol, 1.0M in THF, 0.5 equivalent.) was added to a suspension of methyl 5-methylpyrazine-2-carboxylate (50 g, 0.328 mol, 1.0 equivalent.) in anhydrous THF (750 mL) at -78 C. The internal temperature was kept below -72 C. during the addition of LAH. On completion of addition, the reaction mixture was left to stir at -78 C. for a further 20 min and then quenched with glacial AcOH (50.0 mL) at the same temperature. The resulting mixture was warmed to RT, and the volatiles were removed by evaporation under vacuum. The residue was dissolved in 1.5 N HCl (500 mL) and extracted with DCM (2×2 L). The organic layers were combined, washed with saturated aqueous sodium hydrogen carbonate solution (2×500 mL), dried over anhydrous Na2SO4, and concentrated in vacuo to yield the product as a brown oil. The material thus obtained was purified by column chromatography (silica gel 60-120 mesh) eluting with a gradient of 10% EtOAc in petroleum ether to provide the title compound as a pale yellow liquid (21.3 g, 53%). TLC Info: (9.0/1.0 Petroleum ether/EtOAc). 1H NMR (400 MHz, CDCl3) delta 10.14 (s, 1H), 9.07 (d, J=1.5 Hz, 1H), 8.63 (d, J=1.4 Hz, 1H), and 2.70 (s, 3H). LCMS (ESI positive ion) m/z: 123 (M+H)+.

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, Methyl 5-methylpyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; CHEN, Xiaoqi; CHEN, Yinhong; CHENG, Alan C.; CONNORS, Richard V.; DEBENEDETTO, Mikkel V.; DRANSFIELD, Paul John; FU, Zice; HARVEY, James S.; HEATH, Julie Anne; HEDLEY, Simon J.; HOUZE, Jonathan; JUDD, Ted C.; KHAKOO, Aarif Yusuf; KOPECKY, David John; LAI, Su-Jen; MA, Zhihua; NISHIMURA, Nobuko; OLSON, Steven H.; PATTAROPONG, Vatee; SWAMINATH, Gayathri; WANG, Xiaodong; YEH, Wen-Chen; (415 pag.)US2017/320860; (2017); 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. 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 762240-92-6

Add 20 mL of acetonitrile to a 50 mL round bottom flask.Add (3R)-3-[(1,1-dimethylethoxycarbonyl)-amino]-4-(2,4,5-trifluorophenyl)butanoic acid (3.32 g, 0.01 mol) and 3 -(trifluoromethyl)-5,6,7,8-tetrahydro-1,2,4-triazole[4,3-alpha]piperazine hydrochloride (2.28 g, 0.01 mol),The temperature of the reaction system was cooled to 0 C with an ice salt bath, and 1-hydroxybenzotriazole (HOBT) (1.62 g, 0.012 mol) was added.1-ethyl-3-(3-dimethylaminopropyl)carbimide hydrochloride (EDC·HCl) (2.29 g, 0.012 mol),3 g of triethylamine was added dropwise, and the reaction was stirred at room temperature for 24 hours, and the reaction solution was washed with 3×20 mL of distilled water.The organic layer was dried over anhydrous magnesium sulfate for 1 hour, then filtered and evaporated. The desiccant was filtered off and concentrated to give 4.81 g of product.

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 762240-92-6.

Reference:
Patent; Zhejiang Haixiang Pharmaceutical Co., Ltd.; Zhejiang Pujian Pharmaceutical Co., Ltd.; Li Yongxin; Sheng Xiaoxia; Zhang Qunhui; Huang Guangdong; (21 pag.)CN103421011; (2017); B;,
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. 4774-14-5, name is 2,6-Dichloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Quality Control of 2,6-Dichloropyrazine

A. 2-Chloro-6-dimethylaminopyrazine Cuprous chloride (50 mg) is added to a solution of dimethylamine (36 g., 0.8 mole) in 260 ml of isopropanol. 2,6-Dichloropyrazine (49.9 g., 0.33 mole) is added to the mixture with stirring and cooling to maintain the temperature at 35°-40° C. After 3/4 hr. the cooling bath is removed and the reaction mixture is stored at ambient temperature for 16 hours and finally at 42°-48° C. for 3 hours. The solvent is removed under vacuum and the residue is dissolved in dilute hydrochloric acid. The aqueous solution is extracted with ether and then made basic with solid sodium bicarbonate and extracted with methylene chloride. The organic extracts are washed with brine, dried over sodium sulfate and concentrated under vacuum to obtain 49 g. of product, melting point 46°-8° C.

The synthetic route of 4774-14-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US4144338; (1979); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 13134-38-8, name is 3,6-Dimethylpyrazin-2-amine, 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. Product Details of 13134-38-8

The obtained solution of O-(mesitylsulfonyl)hydroxylamine was added dropwise to a solution of 3,6-Dimethyl-pyrazin-2-ylamine (2.07 g, 1 1 .7 mmol) in DCM (100 mL) cooled in an ice bath. The mixture was then warmed to room temperature over 15 minutes. LCMS indicated almost complete conversion to the aminated intermediate. The solvent was evaporated and the residue was dissolved in Methanol (60 mL, 1000 mmol) followed by the addition of 1 ,8-Diazabicyclo[5.4.0]undec-7-ene (3.1620 mL, 21 .144 mmol) . The solution was stirred at RT for 5 mins where methyl 2- chloropropionate (1 .26 mL, 1 1 .7 mmol) was added and the solution stirred at RT for 48 hrs. The volatiles were removed in vacuo. Water was added and the organics extracted with EtOAc. The combined organics were washed with water, brine, dried (MgSO4) filtered and the volatiles removed in vacuo. The residue was purified by flash chromatography Eluent EtOAc:Heptane, 1 :1 and the product fractions collected and evaporated to yield 2-(1 -Chloro-ethyl)-5,8- dimethyl-[1 ,2,4]triazolo[1 ,5-a]pyrazine (1 .52 g; Yield = 61 .0%; Purity = 99.3%).

The synthetic route of 3,6-Dimethylpyrazin-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; KEHLER, Jan; NIELSEN, Jacob; LANGGARD, Morten; JESSING, Mikkel; KILBURN, John Paul; WO2013/127817; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 957230-70-5,Some common heterocyclic compound, 957230-70-5, name is 3,6-Dibromopyrazin-2-amine, molecular formula is C4H3Br2N3, 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 3,6-dibromo-pyrazin-2-ylamine (15.37 g, 60.80 mmol) and N,N- dimethylformamide dimethyl acetal (10. ImL, 76.00 mmol), suspended in ethanol (15O mL), is refluxed for 2 hours. The reaction mixture is evaporated in vacuo affording the title compound (18.6 g). 1H-NMR (400MHz, CDCl3) delta(ppm) 3.20 (s, 3H), 3.21 (s, 3H), 7.93 (s, IH), 8.48 (s, IH). LCMS: Rt 3.81 min (99.1%), m/z (APCI) 307 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3,6-Dibromopyrazin-2-amine, its application will become more common.

Reference:
Patent; GALAPAGOS N.V.; WO2007/138072; (2007); A2;,
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. 19847-12-2, name is Pyrazinecarbonitrile, A new synthetic method of this compound is introduced below., Product Details of 19847-12-2

General procedure: A mixture of nitrile (4 mmol), ethylenediamine or 1,3-diaminopropane (5 mmol), NaOAc (1.1 mmol), I2 (0.4 mmol), and CuL2 (0.4mmol) was irradiated with microwave (800 W) for 10-25 min by pulsed irradiation. At the end of the reaction (monitored by TLC, EtOAc-MeOH, 3:1), the mixture was cooled to r.t., CHCl3 was then added and the catalyst was filtered. Evaporation of the solvent gave the almost pure product. Further purification was performed as for the procedure used in the synthesis of imidazolines and tetrahydropyrimidines under reflux conditions.

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; An, Shujuan; Yin, Bing; Liu, Ping; Li, Xiangnan; Li, Chen; Li, Jianli; Shi, Zhen; Synthesis; vol. 45; 18; (2013); p. 2525 – 2532;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 119165-68-3,Some common heterocyclic compound, 119165-68-3, name is 2-(1H-Imidazol-2-yl)pyrazine, molecular formula is C7H6N4, 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.

Step 2: 2-( l -{ [2-(Trimethylsilyl ethoxy1methyl}-l H-imidazol-2-yI)pyrazineTo a solution of 2-(lH-imidazol-2-yl)pyrazine (0.75 g, 5.1 mmol) in DMF (7 mL) was added sodium hydride (60% dispersion in oil, 0.42 g, 10.3 mmol) and the reaction stirred at 40C for 2 hours. [2-(chloromethoxy)ethyl](trimethyl)silane ( 1.71 g, 10.3 mmol) was added and the reaction was stirred at 40C for a further 3 hours The reaction mixture was partitioned between EtOAc and water and the layers separated. The aqueous layers was extracted with EtOAc (x2) and the combined organic layers were dried (MgS04), filtered and concentrated in vacuo. The residue was purified using column chromatography (gradient 20-60% EtOAc in hexane) to give the title compound (0.88 g, yellow oil). NMR (400 MHz, CDC13) delta ppm: 9.47 (d. J=1.0 Hz, 1 H), 8.36 – 8.59 (m, 2 H), 7.26 – 7.28 (m, 1 H), 7.24 (d, J=1.3 Hz, 1 H), 5.96 – 6.00 (m, 2 H), 3.53 – 3.61 (m, 2 H), 0.86 – 0.94 (m, 2 H), -0.10 – -0.05 (m, 9 H).

The synthetic route of 119165-68-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD; DIMOPOULOS, Paschalis; HALL, Adrian; KITA, Yoichi; MADIN, Andrew; SHUKER, Nicola Louise; WO2012/93148; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem