Month: March 2021

Adding a certain compound to certain chemical reactions, such as: 870787-06-7, name is 3-(Trifluoromethyl)pyrazine-2-carboxylic acid, 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 870787-06-7, Recommanded Product: 870787-06-7

PREPARATION EXAMPLE 7: 3-trifluoromethyl-pyrazine-2-carboxylic acid ri-(5-bromo-3-50 mg of C-[1 -(5-bromo-3-chloro-pyridin-2-yl)-cyclopropyl]-methylamine (step 1 of PREPARATION EXAMPLE 2) was dissolved in 0.9 ml of dichloromethane and 0.085 ml of triethylamine was added at ambient temperature. Then 383 mg of 3- (trifluoromethyl)pyridine-2-carboxylic acid, 54 mg of HOBT hydrate, 76 mg of EDCI.HCI and 37 mg of 3-trifluoromethyl-pyrazine-2-carboxylic acid were added sequentially. The reaction mixture was stirred at ambient temperature for 14 hours and then water was added, the phases were separated and the aqueous phase was extracted withdichloromethane. The organic phases were combined, dried with anhydrous sodium sulphate, filtered and concentrated. Crude material was obtained as a yellow sticky solid, which was purified by flash chromatography on silica gel with cyclohexane/ethyl acetate (1 :1 ) as a solvent. Thus, 76 mg of 3-trifluoromethyl-pyrazine-2-carboxylic acid [1 -(5-bromo- 3-chloro-pyridin-2-yl)-cyclopropylmethyl]-amide was obtained as a sticky solid. . 1H-NMR (CDCIs): 8.80 ppm (s, 1 H), 8.75 ppm (s, 1 H), 8.65 ppm (s, 1 H), 7.95 ppm (s, 1 H), 7.70 ppm (m, 1 H), 3.72 ppm (d, 2H), 1 .18 ppm (m, 4H).

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

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; SYNGENTA LIMITED; PITTERNA, Thomas; LOISELEUR, Olivier; WORTHINGTON, Paul, Anthony; O’SULLIVAN, Anthony, Cornelius; LUKSCH, Torsten; BOBOSIK, Vladimir; WO2013/64521; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 14508-49-7,Some common heterocyclic compound, 14508-49-7, name is 2-Chloropyrazine, molecular formula is C4H3ClN2, 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 10 mL round-bottom flask was charged with the prescribedamount of catalyst Pd/Cu, aryl chlorides (0.5 mmol), phenylboronicacids containing hydroxymethyl (0.75 mmol), Cs2CO3 (1.0 mmol)and dioxane (5 mL) in air. The reaction mixture was then placedin an oil bath and heated at 110 C for 24 h. After removal of thesolvent, the resulting residue was purified by flash chromatographyon silica gel using CH2Cl2 as eluent. The products 4a-k, and4m are known compounds [6,9] except for 4l and 4n.

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

Reference:
Article; Xu, Chen; Li, Hong-Mei; Wang, Zhi-Qiang; Fu, Wei-Jun; Inorganica Chimica Acta; PA; (2014); p. 11 – 15;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 14667-55-1, 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 14667-55-1 as follows.

General procedure: AgNO3 (34.2 mg, 0.2 mmol), tpyz (38 ml, 0.2 mmol) and H2L(313.6 mg, 0.2 mmol) were took place in CH3CN-DMF (N,Ndimethylformamide)mixed solvent (6 ml, v/v: 3/3) under stirring.Then, ammonia (14 M, 10 d) was dropped into the mixture to give aclear solution under ultrasonic treatment (160 W, 40 KHz, 30 min) atroom temperature. The resultant solution was allowed to evaporateslowly in darkness at room temperature for several days to giveirregular-yellow crystals of 1 (Yield: 32%, based on Ag).

According to the analysis of related databases, 14667-55-1, the application of this compound in the production field has become more and more popular.

Reference:
Article; Huang, Hua-Qi; Cheng, Xiao-Yue; Zhang, Ting; Huang, Rong-Bin; Inorganic Chemistry Communications; vol. 68; (2016); p. 21 – 28;,
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. 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, A new synthetic method of this compound is introduced below., category: Pyrazines

Method BStep 12 -Bromo -5 -(2 -trimethylsilanyl-ethoxymethyl)-5 H-pyrro lo [2,3 -b]pyrazine In a dry round-bottomed flask, 2-bromo-5H-pyrrolo[2,3-b]pyrazine (5.0 g, 25.2 mmol) was dissolved in DMF (50 mL). The reaction mixture was cooled to 0C and sodium hydride (60% dispersion in mineral oil, 1.22 g, 30.6 mmol). The reaction mixture was warmed to room temperature and stirred for 15 min then cooled back to 0C and SEM-C1 (5.4 mL, 30.4 mmol) was slowly added. After the addition was complete, the ice bath was removed and the reaction mixture was stirred at room temperature for 1.5 h. The reaction mixture was quenched with 50 mL water and extracted with 150 mL diethyl ether (2x). The combined organic layers were washed twice with 30 mL water and once with 30 mL brine then dried over sodium sulfate, filtered and concentrated. The residue was absorbed on -20 g Si02 and chromato graphed over 200g Si02 with EtOAc/Hexanes (gradient: 0-15% EtOAc). All fractions containing product were combined and concentrated to afford 6.61 g (80%) of 2-bromo-5-(2-trimethylsilanyl- ethoxymethyl)-5H-pyrrolo[2,3-b]pyrazine as a pale yellow oil which gradually solidified. 1H NMR (CDCI3, 300 MHz): delta (ppm) 8.38 (s, 1H), 7.70 (d, J=3.8 Hz, 1H), 6.76 (d, J=3.8 Hz, 1H), 5.68 (s, 2H), 3.50 – 3.65 (m, 2H), 0.88 – 1.03 (m, 2H), 0.00 (s, 9H).

The synthetic route of 875781-43-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; CHEN, Shaoqing; DE VICENTE FIDALGO, Javier; HAMILTON, Matthew Michael; HERMANN, Johannes Cornelius; KENNEDY-SMITH, Joshua; LI, Hongju; LOVEY, Allen John; LUCAS, Matthew C.; LUK, Kin-Chun Thomas; LYNCH, Stephen M.; O’YANG, Counde; PADILLA, Fernando; SCHOENFELD, Ryan Craig; SIDDURI, Achyutharao; SOTH, Michael; WANG, Ce; WOVKULICH, Peter Michael; ZHANG, Xiaohu; WO2013/30138; (2013); 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. 109-08-0, name is 2-Methylpyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C5H6N2

General procedure: Reaction of AgNO3 (33.8 mg, 0.2 mmol), methylpyrazine (mpyz)(19 mg, 0.2 mmol) and isophthalic acid (H2ipa) (33.3 mg, 0.2 mmol) took place in methanol-DMF (DMF = N,N-dimethylformamide) solvents (6 ml, v/v = 1:1) under ultrasonic treatment (160 W, 40 KHz,30 min) at 50 ¡ãC. Addition of ammonia (25percent, 0.5 mL) was found to be an efficient way to eliminate the white precipitate. The resultant solution was allowed slowly and quietly to evaporate at room temperature. The pale pink and prismatic crystals of compound 1 are obtained after several days in the darkness. The crystals were isolated by filtration and washed by deionized water and enthanol and dried in the air.

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; Wang, Dan-Feng; Wang, Zhan-Hui; Zhang, Ting; Dai, Si-Min; Huang, Rong-Bin; Zheng, Lan-Sun; Inorganica Chimica Acta; vol. 415; (2014); p. 61 – 68;,
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. 57948-41-1, name is 3-Bromoimidazo[1,2-a]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H4BrN3

A round bottom flask was charged with 12a (250 mg, 0.86 mg), 3-bromoimidazo[1,2-a]pyrazine (255 mg, 1.29 mmol), Pd(PPh3)2Cl2 (30 mg, 0.043 mmol), CuI (16 mg, 0.086 mmol). 80 mL dry DMF and DIPEA (333 mg, 2.58 mmol) were added to the flask and the solution was degassed with argon for 5 min. The solution was stirred under argon atmosphere at 80 C for 18 h. The reaction solution was filtered through Celite and the solvent was removed by rotary evaporation to get crude mixture. The crude mixture was purified with silica gel column chromatography (MeOH/DCM, v/v = 1/100) to provide Mthyl 3-(imidazo[1,2-a]pyrazin-3-ylethynyl)-2-methylbenzoate (160 mg, 0.55 mmol) as light yellow solid, yielded 64%. 1H NMR (400 MHz, DMSO-d6) delta 9.20 (s, 1H), 8.81 (dd, J1 = 4.4 Hz, J2 = 1.2 Hz), 8.23 (s, 1H), 8.12 (d, J = 4.4 Hz), 8.06 (s, 1H), 7.85 (s, 1H), 7.82 (s, 1H). LC-MS (ESI) m/z 292 [M + H] +.

The synthetic route of 57948-41-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Cui, Shengyang; Wang, Yongjin; Wang, Yuting; Tang, Xia; Ren, Xiaomei; Zhang, Lei; Xu, Yong; Zhang, Zhang; Zhang, Zhi-Min; Lu, Xiaoyun; Ding, Ke; European Journal of Medicinal Chemistry; vol. 179; (2019); p. 470 – 482;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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 6966-01-4 as follows. Recommanded Product: Methyl 3-amino-6-bromopyrazine-2-carboxylate

Example 10 : 3-Amino-6-anilino-N-(2-methoxyphenyl)pyrazine-2-carboxamide(Compound II-3)SCHEME XCompound 11-3METHOD J:Step 1: 3-Amino-6-anilino-pyrazine-2-carboxylic acid[00167] Methyl 3-amino-6-bromo-pyrazine-2-carboxylate (1 g, 4.310 mmol) , aniline (401.4 mg, 392.8 mu, 4.310 mmol), sodium t-butoxide (952.7 mg, 9.913 mmol), Pd2(dba)3 (197.3 mg, 0.2155 mmol) and DavePhos (84.81 mg, 0.2155 mmol) were taken into toluene (10 mL) and heated at reflux under an atmosphere of nitrogen. The reaction mixture was cooled to ambient temperature and partitioned between EtOAc/saturated aqueous aHC03. The resultant precipitate was isolated by filtration and the aqueous layer extracted with EtOAc (x 3). The aqueous layer was acidified with 1M HCl and the resultant precipitate was isolated by filtration and combined with the previous precipitate to give the sub-title product as a beige solid (337 mg, 34% Yield). ‘H NMR (400.0 MHz, DMSO) delta 6.83 (t, 1H), 7.21- 7.25 (m, 2H), 7.69 (d, 2H), 8.10 (s, 1H), 9.07 (s, 1H) ppm; MS (ES+) 231.0.

According to the analysis of related databases, 6966-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; DURRANT, Steven, John; KNEGTEL, Ronald, Marcellus, Alphonsus; O’DONNELL, Michael; REAPER, Philip, Michael; WO2011/143419; (2011); 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. 274-82-8, name is [1,2,4]Triazolo[4,3-a]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Product Details of 274-82-8

To a solution of [1,2,4]triazolo[4,3-a]pyrazine (1.50 g) in MeOH (150 mL) was added PtO2 (1.10 g) and 10% Pd/C (0.46 g) at rt. The suspension was stirred under H2 at room temperature for 16 h and filtered. The filtrate was concentrated in vacuo and the residue was chromatographed with a silica gel column to give the title compound (0.18 g, 11.54%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 125.1 (M+1).

The synthetic route of 274-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 122-05-4, name is Pyrazine-2,5-dicarboxylic acid, 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 122-05-4, SDS of cas: 122-05-4

9.35 g (167 mmol) of potassium hydroxide and 11 g (65 mmol) of 2,5-pyrazinedicarboxylic acid (3) were dissolved in water (200 ml). To this solution, 5% Pd / C catalyst was added at a rate of 5 mol% with respect to the reaction substrate, hydrogen (1 MPa) was supplied while heating to 50 C.And the hydrogenation reaction was carried out for 18 hours. It was confirmed with a gas chromatograph that raw materials were consumed and the reaction proceeded quantitatively. An aqueous solution of the product was obtained by filtering the reaction solution to remove the catalyst. This product has a measurement result obtained by 1 H NMR measurement in the reference (Witichemistry described in J. Med. Chem. 1985, 28, 1228-1234), ak, DT; Nair, RV; Schmid, FA, “Synthesis and antimetastatic properties of stereoisomeric tricyclic bis (dioxopiperazines) in the Lewis lung carcinoma model” By agreement with the shift value, it was confirmed that it was 2,5-piperazine dicarboxylic acid (4).

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; IHI Corporation; Waseda University; Sato, Yutaka; Kanomata, Norihiro; Yuchi, Takeshi; (19 pag.)JP2018/140981; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 186534-02-1, A common heterocyclic compound, 186534-02-1, name is 3,5,6-Trimethylpyrazine-2-carbaldehyde, molecular formula is C8H10N2O, 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.

10052] In 10 mL of methanol was dissolved 2,4-dimeth- ylphenylhydrazide hydrochloride (1.72 g, 10 mmol). To the solution, 3,5,6-trimethylpyrazine-2-carbaldehyde (1.50 g, 12 mmol) was added with an ice-bath under the protection of N2. After the mixture was stirred for 10 mm, a lot of brick red precipitate showed and the reaction was then complete. The mixture was filtered through a suction funnel, and the brick red solid was transferred to a vacuum oven to be dried for using directly in the next reaction step of the reaction. The red brick intermediate (3.04 g, 10 mmol) was dissolved in 25 mL of methanol, and 1.68 ml of anhydrous triethylamine and 1.7 ml of trifluoroacetic anhydride were added respectively with an ice-bath under the protection of N2, and the reaction was run for 30 minutes. The reaction was monitored by TLC till completion. The resulting material was extracted with Ethyl acetate, dried over anhydrous Na2504, separated by a silica gel colunm (ethyl acetate:petroleum ether=1 :3) to get T-006 as a light yellow solid (3.25 g, 89.3%). ESI-MS: [M+H] mlz 365.1. ?H-NMR (CDC13, 300 MHz) oe: 2.1 (s, 3H), 2.42 (s, 3H), 2.46 (s, 3H), 2.54 (s, 3H), 2.85 (s, 3H), 7.08 (d, j=7.05 Hz, 1H), 7.24 (d, J=7.21 Hz, 1H), 7.25 (s, 1H), 7.55 (s, 1H); Anal.

The synthetic route of 186534-02-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GUANGZHOU MAGPIE PHARMACEUTICALS CO., LTD.; WANG, Yuqiang; CHEN, Haiyun; ZHANG, Zaijun; ZHANG, Gaoxiao; YU, Pei; SUN, Yewei; SHAN, Luchen; TAO, Liang; US2018/346430; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem