Tag: M.W=100-200

Some common heterocyclic compound, 98-97-5, name is Pyrazine-2-carboxylic acid, molecular formula is C5H4N2O2, 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. Quality Control of Pyrazine-2-carboxylic acid

Pyrazine-2-carboxylic acid (5 g, 40.3 mmol) was dissolved inMeOH (150 ml), and a few drops of H2SO4 were added. The resultingreaction mixture was refluxed for 2 h. Methanol was evaporated and the resulting reaction mixture was extracted withEtOAc, washed with saturated NaHCO3 solution, then with brineand dried over anhydrous Na2SO4. The solvent was removed invacuo to give the methyl pyrazine-2-carboxylate (5.5 g, yield98%). 1H NMR (CDCl3, 400 MHz) d 9.32 (d, 1H, J = 1.5 Hz), 8.78(d, 1H, J = 2.4 Hz), 8.73 (dd, 1H, J = 2.4, 1.5 Hz), 4.04 (s, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 98-97-5, its application will become more common.

Reference:
Article; Lee, Young Hun; Lee, Jung Min; Kim, Sang Geon; Lee, Yong Sup; Bioorganic and Medicinal Chemistry; vol. 24; 12; (2016); p. 2843 – 2851;,
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., COA of Formula: C4H6N4

[00495] Step A: 2-(5 -methyl-4-nitroso-3-phenyl- 1 H-pyrazol- 1 -vDpyrazine. To a solution of 2-hydrazinylpyrazine (0.485 g, 4.40 mmol) in HOAc (6 mL) was added (2- (hydroxyimino)-l-phenylbutane-l,3-dione (0.765 g, 4.00 mmol) in small portions over 2 minutes. The mixture was stirred for 5 minutes and the resulting light orange suspension was stirred at 60 C for 6 hours. EtOH (1 mL) was added and the mixture was heated at 60 C for an additional 6 hours. The resulting dark green suspension was cooled to ambient temperature and the mixture was diluted with H20 (30 mL). The green suspension was stirred for 1 hour and the solid was collected via vacuum filtration. The collected solid was washed with H20 and dried in vacuum. The solid was suspended in EtOH (25 mL) and concentrated HC1 (500 mu) was added. The mixture was heated at reflux for 20 hours, cooled to ambient temperature and diluted with chilled H20 (75 mL). The mixture was treated with 1M NaOH to pH=7 and was extracted with Et20 (3X). The combined extracts were washed with saturated NaCl and dried over MgS04. The dried solution was filtered through packed Celite and concentrated. The residual green-yellow solid was purified on a Si02 column using step gradient elution (25% CH2CI2, 50% EtOAc/hexanes) to furnish the title compound as a turquoise solid (325 mg, 31%). MS (apci) m/z = 266.1 (M+H).

According to the analysis of related databases, 54608-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; BRANDHUBER, Barbara, J.; JIANG, Yutong; KOLAKOWSKI, Gabrielle, R.; WINSKI, Shannon, L.; WO2014/78322; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 89464-87-9, name is 3-Methoxy-5-methylpyrazin-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 89464-87-9

(i) 2-Iodobenzenesulphonyl chloride (obtained as described in J Org Chem, 1977, 42, 3265) (12.1 g) was added to a solution of 2-amino-3-methoxy-5-methylpyrazine (5.6 g) in pyridine (100 ml) and the solution was heated at 70 C. for 8 hours. Volatile material was removed by evaporation and water (200 ml) was added to the residue. The mixture was extracted with ethyl acetate (2*200 ml) and the extracts were washed with 2M hydrochloric acid (200 ml) and water (200 ml). The extracts were dried (MgSO4) and the solvent was removed by evaporation. The residue was triturated with ether to give N-(3-methoxy-5-methyl-2-pyrazinyl)-2-iodobenzenesulphonamide (7.2 g), m.p. 136-138 C.; 1 H NMR (d6 -DMSO): 2.3 (s,3H), 3.9 (s,3H), 7.3 (dt,1H), 7.5-7.65 (m,2H), 8.05-8.15 (m,2H), 10.7-10.8 (br s, 1H).

The synthetic route of 3-Methoxy-5-methylpyrazin-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Zeneca Limited; US5861401; (1999); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 875781-43-4, 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. 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Step 4: Preparation of 3-((1H-pyrrolo[2,3-b]pyrazin-5-yl)ethynyl)-4-methyl-N-[4-((4-methylpiperazin-1-yl)methyl)-3-trifluoromethylphenyl]benzamide The product (126 mg, 0.3 mmol) obtained from Step 3, 5-bromo-1H-pyrrolo[2,3-b]pyrazine (59 mg, 0.3 mmol), Pd(PPh3)2Cl2 (63 mg, 0.006 mmol), CuI (18 mg, 0.09 mmol), 1 ml Et3N and 5 ml DMF were added into a 10 ml sealed tube, and reacted with stirring at 80C for 8 hours under the protection of an inert gas atmosphere. After completion of the reaction, the mixture was extracted with ethyl acetate and water. The organic layers were combined, washed with a saturated NaCl solution, dried over anhydrous Na2SO4, and concentrated under reduced pressure. The residue was purified by silica gel column chromatography, to give a white solid. 1H NMR (500 MHz, CDCl3) delta: 8.91 (br, 1H, -NH), 8.46 (s, 1H, Ar-H), 8.02 (d, 1H, Ar-H), 7.98 (s, 1H, Ar-H), 7.87 (s, 1H, Ar-H), 7.85(s, -NH, 1H), 7.78-7.80 (m, 1H, Ar-H), 7.69-7.70 (d, 1H, Ar-H), 7.60-7.62 (m, 1H, Ar-H), 7.35 (d, 1H, Ar-H), 6.72-6.73 (m, 1H, Ar-H), 3.61 (s, 2H,-CH2), 2.60 (s, 3H, -CH3), 2.54 (b, 8H, -CH2), 2.33 (s, 3H, -CH3). ESI-MS m/z: [M+H]+ = 533.1, calculated: 533.2.

The synthetic route of 2-Bromo-5H-pyrrolo[2,3-b]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Sanhome Pharmaceutical Co., Ltd.; WANG, Yong; ZHAO, Liwen; ZHANG, Di; WU, Feng; BI, Sheng; GAO, Yiping; CHEN, Hongbin; CHEN, Hongyan; ZHANG, Cang; NAN, Yang; LIU, Yang; EP2927232; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 119165-68-3, 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. 119165-68-3, name is 2-(1H-Imidazol-2-yl)pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

A methanolic solution containing 0.5 mmol of impz in 5 mL was slowly added to a solution of 0.5 mmol of CuCl2-2H2O in 5 mL of methanol under stirring for 4 h and at room temperature.A green solid precipitated and the powder was collected by filtration, washed with a small amount of cold methanol and dried under vacuum. The yield was 38%. This complex is soluble in water, DMSO and DMF and slightly soluble in methanol and ethanol. Anal. Calc. for CuCl2C7H6N4 (%): C 30.0; H 2.16; N 20.0.Found: C 30.2; H 2.46; N 19.8. Molar conductivity in deionized water (Scm2mol1): 206.9.

The chemical industry reduces the impact on the environment during synthesis 2-(1H-Imidazol-2-yl)pyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Nakahata, Douglas H.; Ribeiro, Marcos A.; Corbi, Pedro P.; Machado, Daisy; Lancellotti, Marcelo; Lustri, Wilton R.; da Costa Ferreira, Ana M.; Formiga, Andre L.B.; Inorganica Chimica Acta; vol. 458; (2017); p. 224 – 232;,
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. 68774-77-6, name is 8-Chloro[1,2,4]triazolo[4,3-a]pyrazine, A new synthetic method of this compound is introduced below., COA of Formula: C5H3ClN4

After dissolution compound obtained in Step 2 (8.10 g) and platinum oxide (IV) and 10% palladium / carbon (2g, 50% water content) in methanol (8 mL), under an atmosphere of hydrogen 50psi (Parr) 34 time and stirred. After filtering the reaction solution at Hyflo Super Cel, the oil obtained by concentrating the solvent was dissolved in dichloromethane (200 mL), N, N-diisopropylethylamine (10 mL) and di-tert-butylcarbonate (11 .4g) was added was stirred for 3 hours at room temperature. The reaction solution was extracted three times with chloroform after adding a saturated aqueous sodium hydrogen carbonate solution, and the organic layer was concentrated after dried over sodium sulfate. The resulting residue to give the title compound purified by silica gel column chromatography (2.55g, 22%).

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; TAIHO PHARMACEUTICAL COMPANY LIMITED; MINAMIGUCHI, KAZUHISA; OKAJIMA, SHIGEO; AOKI, SHINICHI; ASAI, MASANORI; ASAI, TAKAHIRO; YAMANAKA, HIROYOSHI; DOHI, SUGURU; (149 pag.)JP5851663; (2016); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 25911-65-3, name is 3-Aminopyrazine-2-carbonitrile, 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 25911-65-3, SDS of cas: 25911-65-3

Compound 1d (1 mmol, 120 mg), [HDBN+][TFE-] (6 mmol, 1.35 g)was added to a 10 ml round-bottomed flask.in CO2 Under the environment, the reaction was heated to 90C for 20 hours, and the reaction was stopped. After the temperature was cooled to room temperature, saturated NH was added.4Aqueous Cl solution to adjust the pH to neutral, respectively 20ml CH2Cl2Extract three times and collect CH2Cl2The solution was dried over anhydrous sodium sulfate, filtered, and the solution was evaporated under reduced pressure. The solid was isolated by silica gel column chromatography (eluent CH2Cl2_CH3OH=15:1) 141 mg of pale yellow solid compound 2d was obtained with a yield of 86%.

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; Guizhou Medical University; Li Chun; Zhang Lin; Yang Yuanyong; (11 pag.)CN107698587; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 4744-50-7, 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. 4744-50-7, name is 2,3-Pyrazinecarboxylic anhydride, This compound has unique chemical properties. The synthetic route is as follows.

In a 100 mL flask, 110 2,3-pyrazinedicarboxylic anhydride 12 (0.7505 g, 5 mmol) was reacted with 13 2 (1.0511 g, 5 mmol) in dry 67 THF (10 mL) stirred overnight at rt. The mixture was transferred to a separatory funnel and extracted with CH2Cl2 (3¡Á10 mL) and NaOH (1N) (10 mL). The organic phase was separated and 74 HCl (1N) (10 mL) was added to the aqueous phase until a pH=2 was reached and a 111 precipitate formed. The solid was filtered and washed with water (20 mL), and concentrated under reduced pressure to provide 13 (1.73 g, 4.8 mmol, 96%), as a yellow solid. 1H NMR (400 MHz, DMSO-d6) delta 1.33 (3H, t, J=7.02 Hz), 2.51 (4H, d, J=1.59 Hz), 4.46 (2H, q, J=7.01 Hz), 7.21 (1H, t, J=7.52 Hz), 7.47 (1H, t, J=7.66), 7.59 (1H, d, J=4.10 Hz), 7.61 (1H, d, J=3.48 Hz), 7.73 (1H, d, J=7.27 Hz), 8.58 (1H, s), 8.63 (2H, s); 13C NMR (100 MHz, DMSO-d6) delta 14.2, 37.5, 109.4, 109.7, 110.95, 119.1, 119.7, 120.6, 122.3, 122.6, 126.2, 131.8, 136.8, 140.5, 141.8, 144.8, 145.8, 164.3.

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

Reference:
Patent; UNIVERSITY OF PUERTO RICO; HERNANDEZ-O’FARRILL, Eliud; VLAAR, Cornelis P.; DHARMAWARDHANE FLANAGAN, Suranganie; CASTILLO-PICHARDO, Linette; (52 pag.)US2019/125746; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 233278-56-3, 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. 233278-56-3, name is 5,6,7,8-Tetrahydro[1,2,4]triazolo[1,5-a]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 2-bromo-N-[1-(1 H-indol-3-ylmethyl)pentyl]thiazole-5- carboxamide (0.20 g, 0.49 mmol) and 5,6,7,8-tetrahydro-[1 ,2,4]triazolo[1 ,5- a]pyrazine (0.07 g, 0.59 mmol) in dioxane (5 ml_), CS2CO3 (0.24 g, 0.73 mmol) and RuPhos (0.05 g, 0.10 mmol) was added. The reaction mixture was purged with argon for 20 min followed by addition of Pd2(dba)3 (0.05 g, 0.05 mmol) and again purged with argon for 20 min. The reaction mixture was heated at 100C for 3h. Progress of the reaction was monitored by TLC and LCMS. After completion, the reaction mixture was filtered through Celite, washed with 5% MeOH in DCM (30 ml_). The organic layer was separated, washed with H2O15 ml_), brine (15 ml_), dried over anhydrous Na2SC>4 and concentrated in vacuo. The crude residue obtained was purified by column chromatography (silica, 100-200 mesh, 1 to 4% MeOH in DCM) and prep HPLC to afford 2-(6,8- dihydro-5H-[1 ,2,4]triazolo[1 ,5-a]pyrazin-7-yl)-N-[1-(1 H-indol-3- ylmethyl)pentyl]thiazole-5-carboxamide (0.04 g, 18%) as off-white solid.HPLC Purity: 99.4%MS (ESI) m/e [M+H]7Rt/%: 450.00/2.58/97.4% 1H NMR (400 MHz, DMSO-d6) delta 0.82 (t, J=6.85 Hz, 3H) 1.12 – 1.36 (m, 4H) 1.42 – 1.65 (m, 2H) 2.82-2.94 (m, 2H) 3.99 – 4.18 (m, 3H) 4.30 (t, J=5.14 Hz, 2H) 4.81 (s, 2H) 6.93 – 6.99 (m, 1 H) 7.04 (t, J=7.58 Hz, 1 H) 7.10 (s, 1 H) 7.31 (d, J=8.31 Hz, 1 H) 7.57 (d, J=7.82 Hz, 1 H) 7.88 (s, 1 H) 8.01 (s, 1 H) 8.06 (d, J=8.80 Hz, 1 H) 10.76 (brs, 1 H).

The synthetic route of 5,6,7,8-Tetrahydro[1,2,4]triazolo[1,5-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UCB BIOPHARMA SPRL; HALL, Adrian; PROVINS, Laurent; MACCOSS, Malcolm; (72 pag.)WO2018/138088; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 32974-92-8, These common heterocyclic compound, 32974-92-8, name is 1-(3-Ethylpyrazin-2-yl)ethanone, 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.

General procedure: Previous method was used for preparing Ligands (L1-L7). Ethanol(10 mL, 1 mM) solution of piperidylthiosemicarbazide was added to corresponding aldehyde or ketone (one mole equivalent) and 5 drops of acetic acid glacial, with stirred and refluxed for 4 h. The precipitate was filtered with filter paper and rinsed with Cold ethanol. A vacuum desiccator was applied to dry the precipitate.

Statistics shows that 1-(3-Ethylpyrazin-2-yl)ethanone is playing an increasingly important role. we look forward to future research findings about 32974-92-8.

Reference:
Article; Qi, Jinxu; Yao, Qian; Qian, Kun; Tian, Liang; Cheng, Zhen; Wang, Yihong; Journal of Inorganic Biochemistry; vol. 186; (2018); p. 42 – 50;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem