Tag: M.W=100-200

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. 98-97-5, name is Pyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C5H4N2O2

2-Pyrazinecarboxylic acid (1.5g) in thionyl chloride (10ml_) was stirred at 110C undernitrogen for 2h. The solvent was evaporated under vacuum to give 2-pyrazinecarbonyl chloride as a dark purple solid(1.5g). (4-Bromo-2-fluorophenyl)(iodo)zinc in tetrahydrofuran (0.5M, 7.02mL) was added slowly to a stirred mixture of the acid chloride (1g) and tetrakis(triphenylphosphine)palladium(0) (4O6mg) in tetrahydrofuran (5mL) at room20 temperature under nitrogen then stirred for 2h. Aqueous ammonium chloride (1M, 10ml_) was added and the reaction mixture was partitioned between ethyl acetate and water. The organic phase was dried using a hydrophobic filter tube and concentrated under vacuum. The residue was purified by chromatography on a silica column eluting with a cyclohexane:ethyl acetate gradient to give the title compound as a yellow solid (215mg).25 LC-MS: Rt 2.83min.

According to the analysis of related databases, 98-97-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2005/73189; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 912773-21-8,Some common heterocyclic compound, 912773-21-8, name is 2-Bromo-5-chloropyrazine, molecular formula is C4H2BrClN2, 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 suspension of copper (0) powder (244 g, 3877 mmol) in DMSO (5 L) was added ethyl 2-bromo-2,2-difluoroacetate (394 g, 1939 mmol) at RT. The reaction mixture was stirred at RT for 1 h and 2-bromo-5-chloropyrazine (Shanghai Fchemicals Technology Co., Ltd., Shanghai, China) (250 g, 1292 mmol) was added in portion-wise manner. The reaction mixture was stirred at RT for 3 h, and quenched with sat’d solution of ammonium chloride (2.0 L). The mixture was filtered through a celite pad and the filtrate was extracted with ethyl acetate (2 x 2 L). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure. The residue was purified by silica gel chromatography (0 – 2% ethyl acetate in hexanes) to afford 11a (215 g, 70% yield) as a viscous colorless liquid. 1H NMR (400 MHz, DMSO-d6) _ 9.05 (d, J = 1.4 Hz, 1H), 8.98 (dd, J = 1.4, 0.7 Hz, 1H), 4.39- 4.34 (m, 2H), 1.24 (t, J = 7.1 Hz, 3H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-chloropyrazine, its application will become more common.

Reference:
Patent; AMGEN INC.; ALLEN, Jennifer R.; BOURBEAU, Matthew P.; BROWN, James A.; CHEN, Ning; FROHN, Michael J.; FU, Zice; LIU, Longbin; LIU, Qingyian; PETTUS, Liping H.; QIAN, Wenyuan; REEVES, Corey; SIEGMUND, Aaron C.; (362 pag.)WO2018/112094; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 870787-06-7, The chemical industry reduces the impact on the environment during synthesis 870787-06-7, name is 3-(Trifluoromethyl)pyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life.

Example 17. Production of N-{3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]pheny}-3-trifluoromethylpyrazine-2-carboxamide (compound No. 1-42) 3-Trifluoromethyl-2-pyrazine carboxylic acid (192 mg, 1 mmol), 3-isobutyl-4-[2,2,2-trifluoro-1-(trifluoromethyl)ethyl]aniline (199 mg, 1 mmol), 2-chloro-1-methylpyridinium iodide (255 mg, 1 mmol) and triethylamine (303 mg, 3 mmol) were dissolved in THF (10 ml) and refluxed under heating for 2 hours. The reaction solution was diluted with ethyl acetate, followed by washing with water. The organic layer was dried over magnesium sulfate anhydride, and concentrated under reduced pressure, and then the solution was purified by using silica gel chromatography (hexane:ethyl acetate=2:1) to obtain 293 mg of the desired compound as paste state. Yield: 62% Property: nD 1.4825 (27.7C)

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-(Trifluoromethyl)pyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; NIHON NOHYAKU CO., LTD.; EP1757595; (2007); 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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C6H4BrN3

General procedure: [0204] A suspension of 6-bromoimidazo[1,2-a]pyrazine 16* (13 mmol), a boronic acid (14 mmol) and potassium carbonate(42 mmol) in dioxane (40 mL) plus water (5 mL) was stirred under nitrogen for 10 minutes. (dppf)PdCl2 (1.3mmol) was added and the resulting suspension was stirred at 90 C for 2.5 hours. The reaction mixture was evaporatedunder reduced pressure and the residue was partitioned between dichloromethane and water, the organic phase wasseparated and evaporated under reduced pressure. The crude product was purified by flash chromatography to givethe intermediate 19.

According to the analysis of related databases, 912773-24-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Max-Planck-Gesellschaft zur Foerderung der Wissenschaften e.V.; Ullrich, Axel; Falcenberg, Mathias; EP2818471; (2014); 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. 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H4BrN3

General procedure: 2-Bromo-5H-pyrrolo[3,2-b]pyrazine(4; 0.471 g,2.39 mmol), 4-pyridylboronic acid (0.58 g, 4.72 mmol), dichloro 1,1′-bis(diphenylphosphino)ferrocenepalladium (II) dichloromethane adduct (0.097 g, 0.12 mmol), acetonitrile(3 mL) and 1M sodium carbonate (3 mL) were placed in a 10 mL CEM microwavevial. The vial was capped and irradiated in a CEM microwave reactor for 30minutes at 150 C.Water (3 mL) and ethyl acetate (9 mL) were added the layers were partitioned. Theaqueous layer was extracted with ethyl acetate (2 x 10 mL). The combined organicextracts were washed with saturated sodium chloride (5 mL), dried over MgSO4and concentrated under reduced pressure. The residue was purified by preparativereverse phase HPLC to give 2-(pyridin-4-yl)-5H-pyrrolo[2,3-b]pyrazine(14; 0.28 g,60%) as an off white solid: 1H NMR (400 MHz, DMSO-d6) delta 12.24 (s, 1H), 9.00(s, 1H), 8.69 (dd, J = 4.5, 1.6 Hz, 2H), 8.12 (dd, J = 4.5, 1.6Hz, 2H), 7.98 (d, J = 3.6 Hz, 1H), 6.74 (d, J = 3.6 Hz, 1H); ESMSm/z 197.1 (M+1).

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 875781-43-4.

Reference:
Article; Burdick, Daniel J.; Wang, Shumei; Heise, Christopher; Pan, Borlan; Drummond, Jake; Yin, Jianping; Goeser, Lauren; Magnuson, Steven; Blaney, Jeff; Moffat, John; Wang, Weiru; Chen, Huifen; Bioorganic and Medicinal Chemistry Letters; vol. 25; 21; (2015); p. 4728 – 4732;,
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 95-58-9 as follows. Computed Properties of C5H5ClN2

Example 1.1: 3-Methyl-pyrazin-2-ylamine (2) A mixture of 2-chloro-3-methylpyrazine (50 g; 389 mmol; 3B Pharmachem, Wuhan, China) and 300 g of gaseous NH3 dissolved in 200 ml of methanol are heated under stirring in an autoclave at 1600C for 8 hours. The reaction mixture is cooled, filtered, and the solvent is evaporated. The residue is stirred in cold acetone and treated for 10 minutes in an ultrasonic bath. After filtration, the solvent is evaporated to yield the title compound, which is used in the next step without further purification. HPLC: Rt = 0.36 min.Instrument : HP Series 1100 (G.08. CHR. S003) Solvent : acetonitrile – water (0.1% TFA) Gradient : 10% acetonitrile to 99% within 4 min lmin at 99%Flow: 2.0 ml / minDetection : 220/254 nm Column: Supelco Discovery C18, 50×4.6 mm, 5mum

According to the analysis of related databases, 95-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONCALIS AG; CAPRARO, Hans-Georg; WO2010/83617; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 14508-49-7, 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. 14508-49-7, name is 2-Chloropyrazine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: (0.1mole) of 2-halo nitrogen heterocycle and (0.5 mole) of hydrazine hydrate were mixed together in a 250mL round bottom flask equipped with reflux condenser and wereheated at 100oC, progress of the reaction was monitored byTLC. After completion of the reaction the reaction mixture was cooled to (-5-0oC) for 14hr and the precipitated solid was filtered and washed with two 5ml portions of ice coldwater and dried to give the compound 1 in good yield.

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

Reference:
Article; Nitlikar, Lakshmikant H.; Darandale, Sunil N.; Shinde, Devanand B.; Letters in Organic Chemistry; vol. 10; 5; (2013); p. 348 – 352;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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

10110] In a 50 mE round-bottom flask, freshly prepared TMP-CHO(lSOmg, 1 mmol)was addedanddissolvedin20 mE of 1 ,2-dichloroethane, propargylamine (66 mg, 1.2 mmol) was added slowly at room temperature, the reaction was run at room temperature for 2 hours, triacetoxy sodium borohydride (424 mg, 2 mmol) was added and monitored by TEC, about 2 hours later the reaction was complete, 10 mE of 10% K2C03 was added for quenching. The resulting material was extracted with dichloromethane, dried over anhydrous sodium sulfate, filtered and concentrated, and purified with silica gel colunm chromatography (ethyl acetate:petroleum ether 3:2) to give the compound MT-012 as a yellow solid (163 mg, 86%). ESI-MS: [M+H] mlz 190.3. ?H-NMR (CDC13): 3.96 (s, 2H); 3.56 (d, J=2.4 Hz, 2H); 2.51 (s, 3H); 2.49 (s, 6H); 2.26 (t, J=2.4 Hz, 1H).

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

Reference:
Patent; GUANGZHOU MAGPIE PHARMACEUTICAL CO., LTD; WANG, Yuqiang; YOUDIM, Moussa B.H.; SUN, Yewei; ZHANG, Zaizun; ZHANG, Gaoxiao; YU, Pei; YI, Peng; LANG, Ming; LIU, Wei; (40 pag.)US2016/326099; (2016); 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. 313339-92-3, name is 3,5-Dichloropyrazine-2-carbonitrile belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Computed Properties of C5HCl2N3

11625] (R)-3-Amino-N,N-dimethylazepane- 1 -carboxamide (508) (.-200 mg crude) was dissolved in THF (7 mE), and DIEA (0.30 mE, 1.7 mmol) was added, followed by 3,5- dichloropyrazine-2-carbonitrile (100 mg, 0.57 mmol). The reaction was stirred at RT for 12 hours. The solvents were removed under reduced pressure, and the residue was purified by silica column chromatography (MeOR, DCM) to give (R)-3-(6-chioro-5-cyanopyrazin-2-ylamino)-N,N-dimethy- lazepane-1-carboxamide (509) (53 mg, 0.16 mmol, 14% yield over 3 steps).

The synthetic route of 313339-92-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JIA, Zhaozhong J.; CHEN, Wei; THOMAS, William D.; US2015/158865; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 75907-74-3,Some common heterocyclic compound, 75907-74-3, name is (3,5,6-Trimethylpyrazin-2-yl)methanol, molecular formula is C8H12N2O, 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.

(4) In a round bottom flask, add (4) (1.0 equiv), add DCM as solvent, add phosphorus tribromide (1.0-2.0 equiv) at 0 C, stir the reaction at 25 C for 1 h, TLC monitoring The formula (4) disappears, and after completion of the reaction, water is added, and dichloromethane is extracted, and the organic layer is collected, dried and concentrated to give a compound of the formula (5) as a white solid.

The synthetic route of 75907-74-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Chengdu University; Zou Liang; Zhang Jinming; Liu Xiaowei; Li Wei; Li Hanmei; Zhang Yan; Zhang Lele; Yang Yong; (14 pag.)CN110101872; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem