Tag: M.W=100-200

Application of 4744-50-7,Some common heterocyclic compound, 4744-50-7, name is 2,3-Pyrazinecarboxylic anhydride, molecular formula is C6H2N2O3, 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 solution of 3,4,5-trichloroaniline (1.96 g, 10 mmol) and acid anhydride (10 mmol) in glacial acetic acid (20 mL) was refluxed for 3 h. The solvent was removed under reduced pressure until the volume reached ca. 5 mL. After addition of 10 mL of acetic anhydride, the solution was refluxed again for 20 h. The solvent was removed under reduced pressure. The residue was neutralized by a solution of sodium bicarbonate (4%) until effervescence ceased. The precipitate obtained was washed with water, dried (P2O5) and recrystallized from an appropriate solvent.

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-Pyrazinecarboxylic anhydride, its application will become more common.

Reference:
Article; Abdel-Aziz, Alaa A.-M.; Eltahir, Kamal E.H.; Asiri, Yousif A.; European Journal of Medicinal Chemistry; vol. 46; 5; (2011); p. 1648 – 1655;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 14508-49-7, 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. 14508-49-7, name is 2-Chloropyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2-chloropyrazine (4.00 g) andhydrazine hydrate was heated at 1 10 C for 1 h, and then cooled to room temperature. The mixture was filtered to give the title compound as a solid (2.30 g, 60.00 %). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 1 1 1.0 (M+ l).

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, 2-Chloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; ZHANG, Jiancun; ZHANG, Yingjun; ZHANG, Weihong; LIU, Bing; ZHANG, Jiquan; LIU, Jinlei; ZHANG, Lu; WO2013/71697; (2013); 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. 54608-52-5, name is 2-Hydrazinopyrazine, This compound has unique chemical properties. The synthetic route is as follows., SDS of cas: 54608-52-5

A mixture of 2-hydrazinopyrazine (820 mg, 7.45 mmol), prepared from 2- chloropyrazine and hydrazine using a procedure analogous to that described in the literature (P. J. Nelson and K. T. Potts, J. Org. Chem. 1962, 27, 3243, except that the crude product was extracted into 10% methanol/dichloromethane and filtered, and the filtrate was concentrated and purified by flash chromatography on silica gel, eluting with 100% ethyl acetate followed by 10% methanol in dichloromethane), TFA (2.55 g, 22.4 mmol), and polyphosphoric acid (10 mL) was heated to 140 C with stirring for 18 h. The solution was added to ice and neutralized by the addition of ammonium hydroxide. The aqueous solution was extracted with ethyl acetate (3X), washed with brine, and dried over anhydrous magnesium sulfate. Concentration followed by flash chromatography (silica gel, 1: 1 hexane: ethyl acetate, then 100% ethyl acetate) afforded the title compound as a SOLID. 1H NMR (500 MHz, CDC13) 8 8. 17-8. 20 (m, 2H), 9.54 (s, 1H). LC/MS (M+1) 189.

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 54608-52-5.

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. 22047-25-2, name is Acetylpyrazine, A new synthetic method of this compound is introduced below., Safety of Acetylpyrazine

General procedure: Almac CRED (200 mg) and NADP or NAD (10 mg)were charged into a 100 mL round bottomed flask and dissolvedin 0.1 M potassium phosphate buffer (pH 7, ca. 50 mL). Next, IPA(7 mL) was added, followed by a solution of ketone (900-1700 mg) in DMSO (2.5-5 mL, depending on solubility). This was shaken at room temperature overnight and the reaction progresswas checked by 1H NMR. If not complete, additional CRED (100-200 mg) and NADP or NAD (10 mg) were added and shaking wascontinued. This was repeated until the reaction reached completion.If the reaction appeared to stall or proceed very slowly, experimentalmethod C was used.

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; Rowan, Andrew S.; Moody, Thomas S.; Howard, Roger M.; Underwood, Toby J.; Miskelly, Iain R.; He, Yanan; Wang, Bo; Tetrahedron Asymmetry; vol. 24; 21-22; (2013); p. 1369 – 1381;,
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. 35808-40-3, name is 1,2,3,4-Tetrahydropyrido[2,3-b]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 35808-40-3

In accordance with the same process as in Example 41, 190 mg (yield: 40%) of crude crystals of the title compound were obtained from 477 mg (1.8 mmol) of 5-(3,4,5-trimethoxyphenyl)penta-(2E,4E)-dienoic acid and 102 mg (0.75 mmol) of pyrido[2,3-b]-1,2,3,4-tetrahydropyrazine(1).. The crude crystals were recrystallized from ethanol to obtain pale yellow fine needles. Melting point: 183-185 C. 1H-NMR (DMSO-d6, 120 C.) delta: 3.72(s,3H), 3.73(s,3H), 3.81(s,6H), 3.81(s,6H), 4.00(s,4H), 6.58(d,J=14.7 Hz,1H), 6.83(s,2H), 6.83(s,2H), 6.88-7.05(m,5H), 7.21(dd,J=8.1,4.8 Hz,1H), 7.35(ddd,J=14.7,8.9,1.1 Hz,1H), 7.39(ddd,J=14.7,8.9,1.1 Hz,1H), 8.02(dd,J=8.1,1.7 Hz,1H), 8.19(dd,J=4.8,1.7 Hz,1H).

The synthetic route of 35808-40-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kowa Co., Ltd.; US6340682; (2002); B1;,
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 33332-25-1 as follows. Formula: C6H5ClN2O2

Synthesis of 2,3<5,6-Tetrahydro-ri,2'1bipyrazinyl-4,5'-dicarboxylic acid 4-tert-butyl ester (Intermediate 1-3.1)Step 1: Synthesis of 2,3,5,6-Tetrahydro-ri,2'lbipyrazinyl-4,5'-dicarboxylic acid 4-tert- butyl ester 5'-methyl ester (R8)A 250ml RB flask is charged with R7 (2.8 g, 16.11 mmol) in 60mL of NMP. R6 (3.0 g, 16.11 mmol) is added followed by triethylamine (2.7 ml, 19.33 mmol). The reaction is warmed to 60 C under nitrogen and stirred overnight. After 18 h, the reaction is cooled to room temperature, poured into ice water and the resulting solid R8 is isolated by filtration and used without further purification. (5.0 g) According to the analysis of related databases, 33332-25-1, the application of this compound in the production field has become more and more popular. Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BOSANAC, Todd; CHEN, Zhidong; DE LOMBAERT, Stephane; DINES, Jonathon Alan; HUBER, John, D.; LIU, Weimin; LO, Ho Yin; LOKE, Pui Leng; MORWICK, Tina Marie; NEMOTO, Peter Allen; OLAGUE, Alan; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee, M.; WO2012/27322; (2012); 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. 20737-42-2, name is 3-Oxo-3,4-dihydropyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., SDS of cas: 20737-42-2

Example 4 (6-Chloro-lH-indol- -yl)[2-[(4-fluorobenzyl)amino]pyrazin-3-yl]methanone 3-Chloro-2-pyrazinecarbonyl chloride. 3-Hydroxy-2-pyrazinecarboxylic acid (455 mg, 3.27 mmol) in POCI3 (6 mL) was treated with 3 drops of pyridine and heated to reflux for 2h. Once at rt, the reaction was cone, to dryness. The residue was dissolved in toluene and cone, in vacuo and then triturated with hexanes (4 x 10 mL). The hexanes washes decanted, combined and cone. This material in toluene (10 mL) containing 1 drop of DMF was treated with neat SOCl2 (2 mL) and heated at reflux for 3 h. The mixture was decanted and cone, in vacuo. The residue was dissolved in toluene and cone, to give 355 mg of a purple liquid that solidified on standing.

The synthetic route of 20737-42-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; HOGENKAMP, Derk; WO2013/169907; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 16298-03-6, 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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

3-Aminopyrazine-2-carboxylic acid methyl ester (3.0 g, 20 mmol) was suspended in tetrahydrofuran (100 ml) under a nitrogen atmosphere and cooled to 0 C. Lithium aluminium hydride as a 1.0M solution in tetrahydrofuran (20 ml, 20 mmol) was added dropwise over 30 minutes whereupon the solution was stirred for another 30 minutes. Saturated aqueous ammonium chloride solution (100 ml) was carefully added (evolution of gas) and the resulting mixture acidified (pH 1) with 4M hydrochloric acid, shaken (5 minutes) and then basified again (pH 10) with saturated aqueous sodium hydrogen carbonate solution. The mixture was extracted with diethyl ether (3 x 150 ml) and the combined organic phase dried (MgS04) and concentrated in vacuo. The yellow oily residue was applied to column chromatography (silica gel/dichloromethane/methanol) and the first fraction was concentrated in vacuo to yield the aldehyde as pale yellow crystals (689 mg, 28 percent). 1H-NMR (400 MHz, DMSO-d6): delta 9.90 (1H, s); 8.31 (1H, d); 8.02 (1H, d); 7.67 (2H, bs). APCI-MS m/z: 124 (MH+).

The chemical industry reduces the impact on the environment during synthesis Methyl 2-aminopyrazine-3-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AstraZeneca AB, AstraZeneca AB; WO2004/16600; (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. 41110-28-5, name is 3-Methylpyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Computed Properties of C6H6N2O2

To a stirred solution of MeOH (50 mL) was added SOCl 2 (8.6 g, 72.4 mmol) dropwise at 0. Then 3-methylpyrazine-2-carboxylic acid (5 g, 36.2 mmol) was added to the reaction. The mixture was stirred at 60 overnight. The mixture was concentrated under reduced pressure and the residue was dissolved into EtOAc (50mL) . The organic phase was washed with saturated aq. NaHCO 3 (50 mL) . The organic phase was washed with brine, dried over Na 2SO 4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (eluted with: EtOAc/PE=1/1) to afford the title compound as yellow solid (3.9g, yield: 70.9%) . MS: M/e 153 (M+1) +.

The synthetic route of 41110-28-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BEIGENE, LTD.; ZHANG, Guoliang; ZHOU, Changyou; (152 pag.)WO2019/196803; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 75907-74-3, name is (3,5,6-Trimethylpyrazin-2-yl)methanol, 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: 75907-74-3

The obtained 2-hydroxymethyl-3,5,6-trimethylpyrazine (152 mg, 1 mmol) was dissolved in a THF solution, and phosphorus tribromide (410 mg, 1.5 mmol) was added dropwise under an ice bath condition. The reaction was stirred at 0 C for 30 minutes, and the reaction was quenched by adding saturated sodium bicarbonate. Dilute with 50ml of ethyl acetate, and wash the organic layer three times with saturated brine, dry over anhydrous sodium sulfate, filter, and concentrate, silica gel column chromatography (petroleum ether: ethyl acetate = 2: 1)2-bromomethyl-3,5,6-trimethylpyrazine was obtained as a light yellow solid (182 mg, 85%).

The synthetic route of (3,5,6-Trimethylpyrazin-2-yl)methanol has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Taizhou College; Mu Yi; Zhang Rui; Liu Jing; Gao Xinxing; (8 pag.)CN110483419; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem