Category: 27398-39-6

Application of 27398-39-6, 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. 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a suspension of sodium hydride (60 wtpercent in mineral oil, 278 mg, 6.95 mmol) in DMF (10 mL) was added IH-pyrazole (279 mg, 4.11 mmol) at RT and the resulting mixture was stirred at RT for 30 mins. 3-Chloropyrazine-2-carboxylic acid (500 mg, 3.16 mmol) was added and the mixture was heated at 60 °C for 2 h. After cooling to RT, water (20 mL) was added and the mixture was extracted with 5percent MeOH in DCM (20 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo to give the title compound as a solid. LRMS m/z (M+H) 191.0 found, 191.0 required.

The synthetic route of 3-Chloropyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; LIVERTON, Nigel; LUO, Yunfu; (85 pag.)WO2016/100156; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 27398-39-6, A common heterocyclic compound, 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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-carboxylic acid (100 mg, 0.63 mmol) in DCM/MeOH (2 mL : 0.2 mL) was added TMSCHN2 (0.47 mL, 0.95 mmol) at RT and the resulting mixture stirred at RT for 2 h. Acetic acid (0.2 mL) was added and the mixture diluted with water (2 mL) and extracted with DCM (4 mL x 3). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to give the title compound as a oil. LRMS m/z (M+H) 173.0 found, 173.0 required.

The synthetic route of 27398-39-6 has been constantly updated, and we look forward to future research findings.

Electric Literature of 27398-39-6, 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 27398-39-6 as follows.

Intermediate Z 3-(lH-Pyrazol-l-yl)pyrazine-2-carboxylic acid Intermediate Z 3-(lH-Pyrazol-l-yl)pyrazine-2-carboxylic acid (Intermediate Z) To a suspension of sodium hydride (278 mg, 6.95 mmol, 60percent in oil) in DMF (10 mL) was added lH-pyrazole (279 mg, 4.11 mmol) at RT and the resulting mixture was stirred at room temperature for 30 mins. 3-Chloropyrazine-2-carboxylic acid (500 mg, 3.16 mmol) was added and the mixture heated to 60 ¡ãC for 2 h. After cooled to RT, water (20 mL) was added and the mixture extracted with 4.7percent MeOH in DCM (20 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo to give the title compound. LRMS m/z (M+H) 191.0 found, 191.0 required.

According to the analysis of related databases, 27398-39-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (116 pag.)WO2016/100161; (2016); A1;,
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 27398-39-6 as follows. Recommanded Product: 3-Chloropyrazine-2-carboxylic acid

Intermediate Y 3-(Pyridin-2-yl)pyrazine-2-carboxylic acid Step 1 : methyl 3-chloropyrazine-2-carboxylate (YD To a solution of 3-chloropyrazine-2-carboxylic acid (100 mg, 0.63 mmol) in DCM/MeOH (2 mL : 0.2 mL) was added TMSCHN2 (0.47 mL, 0.95 mmol) at RT and the resulting mixture was stirred at RT for 2 h. Acetic acid (0.2 mL) was added and the mixture was diluted with water (2 mL) and extracted with DCM (4 mL x 3). The combined organic layers were washed with brine, dried over Na2S04, filtered, and concentrated in vacuo to give the title compound. LRMS m/z (M+H) 173.0 found, 173.0 required.

According to the analysis of related databases, 27398-39-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KIM, Ronald; KUDUK, Scott, D.; LIVERTON, Nigel; ZHUO, Gang; (116 pag.)WO2016/100161; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 27398-39-6, name is 3-Chloropyrazine-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 27398-39-6, SDS of cas: 27398-39-6

[00131] A solution of 9 (119 mg, 0.657 mmols, 1.5 eq), Al (100 g, 0.438 mmols, 1.0 eq), HATU (333 mg, 0.876 mmols, 2.0 eq) and DIPEA (170 mg, 1.31 mmols, 3.0 eq) in DMF (10 mL) was stirred at 25 ¡ãC overnight under nitrogen. The mixture was diluted with water and extracted with ethyl acetate. The combined organic extracts were washed with brine, dried over Na2504, filtered and concentrated. The residue was purified by Preparative-TLC (Petroleum ether/ethyl acetate, 2/1) to give the desired product Coupling Product B (120 mg, 0.307 mmols, 69.8percent) as a white solid.[00132] LCMS: ESI-MS: m/z: 392.2 [M+H1 RT = 2.04 mm. (Method A) [00133] HPLC: RT = 10.53 mm. [00134] ?H NMR (500 MHz, DMSO-d6): oe 8.11 (dd, 1H, Ji = 5.0Hz, J2 = 1.0Hz), 7.82 (brs, 1H), 7.58 (dd, 1H, Ji = 7.0Hz, J2 = 1.5Hz), 7.38 (d, 1H, J = 2.5Hz), 7.30 – 7.25 (m, 5H), 7.19 (t, 1H, J = 6.5Hz), 7.08 (t, 1H, J = 6.0Hz), 6.62 (dd, 1H, Ji = 7.0Hz, J2 = 5.0Hz), 4.57 (d, 2H, J= 5.5Hz), 3.74 (s, 2H), 1.26 (s, 6H) ppm.[00135] The same General Procedure B can be used to couple other combinations of amines and carboxylic acids to form the corresponding amides.

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

Reference:
Patent; ALPHARMAGEN, LLC; PUTMAN, David, G.; DASSE, Olivier; HOGENKAMP, Derk; (154 pag.)WO2016/144792; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 27398-39-6, name is 3-Chloropyrazine-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 27398-39-6, category: Pyrazines

To a suspension of sodium hydride (278 mg, 6.95 mmol, 60percent in oil) in DMF (10 mL) was added lH”-pyrazole (279 mg, 4.11 mmol) and the resulting mixture stirred at room temperature for 30 mins. 3-Chloropyrazine-2-carboxylic acid (500 mg, 3.16 mmol) was added and the mixture was heated to 60 ¡ãC for 2 h. After cooling to room temperature, water (20 mL) was added and the mixture extracted with 5percent MeOH in DCM (3 x 20 mL). The combined organic layers were washed with brine, dried over Na2S04, filtered and concentrated in vacuo to give Intermediate E as a solid. LRMS m/z (M+H) 191.0 found, 191.0 required.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott, D.; REGER, Thomas, S.; SKUDLAREK, Jason, W.; (0 pag.)WO2016/85784; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 27398-39-6, These common heterocyclic compound, 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid, 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.

1.59 g (10 mmol) of 3-chloropyrazine-2-carboxylic acid was dissolved in 20 mL of dichloromethane solvent, 2.54 g (20 mmol) of oxalyl chloride, 2 drops of DMF,After stirring at reflux for 5 h, the solvent and excess oxalyl chloride were evaporated under reduced pressure.Obtained a purplish red oil; it was dissolved in 20 mL of dichloromethane.Add 0.92g (5mmol)Ethyl 5-(methylaminomethyl)-1H-imidazole-4-carboxylate and1.52 g (15 mmol) of triethylamine,After stirring at room temperature until the reaction was completed, it was poured into 50 mL of saturated sodium bicarbonate solution, and extracted with dichloromethane (20 mL ¡Á 4).After filtration, the solvent was evaporated under reduced pressure to give ethyl 5-((3-chloro-N-methylpyrazine-2-carboxamido)methyl)-1H-imidazole-4-carboxylate.Ethyl 5-((3-chloro-N-methylpyrazine-2-carboxamido)methyl)-1H-imidazole-4-carboxylate was dissolved in 20 mL of acetonitrile.Add 3.26 g (10 mmol) of cesium carbonate,The mixture was stirred under reflux until the reaction was completed, and the solvent was evaporated under reduced pressure.It was dissolved in 20 mL of dichloromethane.Wash with distilled water (30 mL ¡Á 2), dry over anhydrous sodium sulfate,After filtration, the solvent was evaporated under reduced pressure.Column chromatography (EtOAc, 1percent Et3N),A white solid was obtained in a two step yield of 55percent.

The synthetic route of 27398-39-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Chinese People’s Liberation Army Military Academy Of Medical Sciences Poison Pharmaceutical Institute; Beijing Normal University; Yu Gang; Zhang Zhanbin; Cao Yanqing; Su Ruibin; Zheng Zhibing; Zhou Xinbo; Li Yi; Xiao Guiying; (16 pag.)CN109206428; (2019); A;,
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. 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Chloropyrazine-2-carboxylic acid

3-Chloropyrazine-2-carboxylic acid (2.97 g, 18.73 mmol, 1 eq.) was dissolved in tetrahydrofuran (75 mL). The solution was stirred in an ice bath and triethylamine (5.2 mL, 37.5 mmol, 2 eq.) was added followed by addition of methyl chloroformate (1.74 mL, 22.5 mmol, 1.2 eq.) dropwise. After 30 m, the reaction was filtered and the solid rinsed with more tetrahydrofuran (10 mL). The tetrahydyofuran solution was stirred in an ice bath and a suspension of sodium borohydride (1.4 g, 37.5 mmol, 2 eq.) in water (3 mL) was added. After 1 h, a saturated aqueous ammonium chloride solution (100 mL) was added to the reaction and the mixture was extracted with ethyl acetate (2 x 100 mL). The combined organic phases were washed with a saturated aqueous sodium chloride solution (25 mL) and dried over sodium sulfate. After filtration and evaporation, the residue was purified by silica gel chromatography (5 – 70% ethyl acetate/hexanes) to give (3-chloropyrazin-2-yl)methanol (0.84 g, 31%) as a faintly colored oil.

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 27398-39-6.

Reference:
Patent; GLOBAL BLOOD THERAPEUTICS, INC.; LI, Zhe; HARRIS, Jason, R.; DUFU, Kobina, N.; GENG, Xin; SINHA, Uma; (101 pag.)WO2016/160755; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 27398-39-6,Some common heterocyclic compound, 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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-ehioropyrazine-2-earboxyiic acid (100 rng, 0,63 mmoi) in DCM/MeOH (2 mL: 0.2 mL) was added TMSCHN2 (0.47 rnL, 0.95 mrnoi) at RI and theresulting mixture stirred at RT for 2 h. Acetic acid (0.2 mL) was added and the mixture diluted with water (2 mL) and extracted with DCM (4 mL x 3). The combined organic layers were washed with brine, dried over Na2SO4, filtered and concentrated in vacuo to give the title compound as a oil. LRMS m/z (M+H) 173.0 found, 173.0 required.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; KUDUK, Scott D.; LIVERTON, Nigel; LUO, Yunfu; SKUDLAREK, Jason; (79 pag.)WO2016/95204; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 27398-39-6, name is 3-Chloropyrazine-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 27398-39-6, category: Pyrazines

3-4) To a solution of 2-chloropyrazine-3-carboxylic acid (0.15 g, 1.0 mmol), 1-[1-(2,4-dichlorophenyl)cyclopropyl]ethylamine hydrochloride (0.25 g, 0.94 mmol) and 4-dimethylaminopyridine (0.29 g, 2.4 mmol) in chloroform (10 ml) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.22 g, 1.2 mmol) and the mixture was stirred at room temperature for 12 hrs. After adding water and chloroform, the mixture was separated, and the organic layer was washed successively with water and saturated brine and dried over anhydrous sodium sulfate. The mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) to give a desired compound (yield; 0.24 g, 69percent). property; 1H-NMR [CDCl3/TMS,delta value (ppm)]: 8.53(d, 1H), 8.47(d, 1H), 7.55(br, 1H), 7.37(d, 1H), 7.32(d, 1H), 7.19(dd, 1H), 4.11(m, 1H), 1.28(m, 1H),1.23(d, 3H), 1.01(m, 1H), 0.90(m, 2H)

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; NIHON NOHYAKU CO., LTD.; EP1997800; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem