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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H7N3O2

3-Aminopyrazine-2-carboxylic acid methyl ester (2.5 g, 16.3 mmol), di-tert.-butyldicarbonate (7.5 g, 34.4 mmol) and 4-(N,N-dimethylamino)pyridine (0.1 g, 0.8 mmol) were dissolved in 100 mL dichloromethane and refluxed for 4 hrs. The reaction mixture was cooled and extracted with sat. NaHCO3- solution and ethyl acetate. The organic extract was dried with sodium sulfate, filtered and evaporated. The crude product was purified by flash chromatography on silica gel (heptane/ethyl acetate 90:10->1:1 gradient). The desired compound was obtained as a white solid (4.7 g, 81percent), MS: m/e=354.0 (M+H+).

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 16298-03-6.

Reference:
Patent; Jaeschke, Georg; Kolczewski, Sabine; Porter, Richard Hugh Philip; Vieira, Eric; US2006/199828; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 16298-03-6, 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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Used for N-benzyl derivatives 1-8. The starting 3-aminopyrazine-2-carboxylic acid(Sigma-Aldrich, Schnelldorf, Germany; 2.2 g; 15.8 mmol) in methanol (250 mL) was cooled downto 0 C and concentrated H2SO4 (3.2 mL) was added. The reaction mixture was stirred for 48 h atrt. Subsequently the reaction mixture was poured into water (27 mL) and alkalized by NaHCO3(approx. 6.3 g) to pH = 7. The precipitate was filtered off and collected as white-brown solid toobtain methyl 3-aminopryzine-2-carboxylate [32]. Methyl 3-aminopyrazine-2-carboxylate (100 mg;0.65 mmol) in methanol (2 mL) along with substituted benzylamine (1.95 mmol; 3 equiv) and NH4Cl(10 mg; 0.19 mmol; 0.1 equiv) [33] were put into reaction tube used for microwave assisted synthesiswith a magnetic stirrer. Reaction was performed in a CEM Discover microwave reactor with a focusedfield in pressurized vials with the following settings: 130 C, 90 W and 40 min. The progress of thereaction was checked using TLC (Merck Silica 60 F254) developed by in hexane/ethyl-acetate 2:1 system.The reaction mixture was adsorbed to silica gel and purified by flash chromatography (Teledyne IscoInc.,) using silica (irregular, 40-63 m) as a stationary phase and gradient elution EtOAc in hexane0-100%, with respect to the expected lipophilicity of the product.

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, Methyl 2-aminopyrazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Bouz, Ghada; Semelkova, Lucia; Jand?ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Kubi?ek, Vladimir; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; Molecules; vol. 24; 7; (2019);,
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., Recommanded Product: 2-Bromo-5H-pyrrolo[2,3-b]pyrazine

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).

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

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;,
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Pyrazine | C4H4N2 – PubChem

Related Products of 179323-60-5, These common heterocyclic compound, 179323-60-5, name is 1-(Pyrazin-2-yl)ethanamine, 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.

A solution of 1 -(pyrazin-2-yl)ethanamine (469.0 g, 3810 mmol) in 2-propanol (1 .9 L) was placed in a 5-L reactor equipped with a mechanical stirrer (glass rod, teflon paddle) and internal thermometer under N2. Ethyl 2-chloropyrimidine-5-carboxylate (71 1 g, 3810 mmol) was added as a solid with stirring followed by DIPEA (640 g, 4950 mmol). The resulting solution was gradually warmed to 88 C, stirred for 7 hrs then allowed to cool. The content of the tank was transferred into a 6-L erlen meyer flask and the tank rinsed with 2-propanol. The solution was concentrated in vacuo to remove approximately half of the volume. The content of the erlenmeyer was transferred into a 10-L tank equipped with a jacket, a short-path distillation set-up connected to a 1 L flask and a mechanical stirrer. The erlenmeyer and the flask were rinsed with water until all the solids have been transferred. The resulting suspension was stirred at 50 C under vacuum for 5 hrs and the mixture then allowed to cool to rt. Water (2 L) was added, the mixture stirred for 2 hrs then the solid was filtered off, washing through with water (500 ml_). The solid was dried in vacuo. The filtrate was concentrated in vacuo and the resulting solid filtered off and dried to provide additional product. This was purified by chiral SFC separation, using a Chiralcel IC-H 50 x 250 column, eluting with 65:35 CO2: MeCN at a flow rate of 250 mL/min, wavelength 215 nm to afford the title compound as a pale orange oil that crystallized on standing, 441 g. RT = 1 .38 min; 1H NMR (400 MHz, CDCI3): delta 1.37 (t, 3H), 1.63 (d, 3H), 4.35 (q, 2H), 5.42 (quint., 1 H), 6.58 (d, 1 H), 8.49 (d, 1 H), 8.54 (dd, 1 H), 8.65 (d, 1 H), 8.85 (br s, 2H). LCMS m/z = 274 [M+H]+

Statistics shows that 1-(Pyrazin-2-yl)ethanamine is playing an increasingly important role. we look forward to future research findings about 179323-60-5.

Reference:
Patent; PFIZER INC.; CASIMIRO-GARCIA, Agustin; STROHBACH, Joseph Walter; HEPWORTH, David; LOVERING, Frank Eldridge; CHOI, Chulho; ALLAIS, Christophe Philippe; WRIGHT, Stephen Wayne; (213 pag.)WO2018/11681; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 41270-62-6,Some common heterocyclic compound, 41270-62-6, name is 2-Chloro-6-phenylpyrazine, molecular formula is C10H7ClN2, 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 mixture of ( (S)-tert-butyl 4-((2-acetamidoethyl) (4-(5,6,7,8-tetrahydro-1,8-naphthyridin-2-yl) butyl)amino)-2-aminobutanoate (150 mg, 335 mol) and 2-chloro-6-phenylpyrazine (53 mg, 279 mol) in t-AmOH (3 mL) was added 2.0M t-BuONa (279 muL, 558 mol) then t-BuXphos Pd G3 (22 mg, 28 mol) and the resulting mixture was heated to 100 C. for 15 h, cooled to rt, and then concentrated in vacuo to give the title compound that was used without further purification. LCMS (ESI+): m/z=602.5 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Chloro-6-phenylpyrazine, its application will become more common.

Reference:
Patent; Pliant Therapeutics, Inc.; CHA, Jacob; DONG, Chengguo; HOM, Timothy; JIANG, Lan; LEFTHERIS, Katerina; LI, Hui; MORGANS, JR., David J.; MUNOZ, Manuel; REILLY, Maureen; ZHENG, Yajun; (232 pag.)US2019/276449; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 19847-12-2, The chemical industry reduces the impact on the environment during synthesis 19847-12-2, name is Pyrazinecarbonitrile, I believe this compound will play a more active role in future production and life.

To pyrazinecarbonitrile (11.7g, O. llmol), 28% methanol solution of sodium methoxide (2. 0g, lOmmol) was added and the mixture was refluxed for 4 hours and, after adding ammonium chloride (6.4g, 0. 12mol), for further 6 hours. After finishing the. reaction, the precipitation, formed by adding diethyl ether (50ml) to the mixture, was filtered, washed with diethyl ether and then with acetone, and dried in a desiccator to obtain amidinopyrazine hydrochloride (17.2g), which was used in further reaction without purification.

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, Pyrazinecarbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BAYER CROPSCIENCE AG; WO2005/79798; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 63286-28-2, 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. 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 2-chloro-3-hydrazinopyrazine (8.51 g, 58.9 mmol), 1-fluoro-2-(2,2,2-triethoxyethyl)benzene from 1(A) (34.7 g, 135 mmol) and xylene (125 mL) (dried over calcium chloride) was refluxed for 3 hours. The solvent was removed by spin evaporation in vacuo. The solid residue was triturated in ether (200 mL) and the solid was collected by suction filtration. The solid was rinsed with ether and dried with aspirator suction to give 14.9 g (96%) of crude 3-benzyl-8-chloro-1,2,4-triazolo[4,3-a]pyrazine.

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

Reference:
Patent; Burroughs Wellcome Co.; US5095018; (1992); 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. 5521-58-4, name is 5-Methylpyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 5-Methylpyrazin-2-amine

(a) A solution of bromine (0.11 ml) in chloroform (20 ml) was added dropwise over 20 minutes to a solution of 2-amino-5-methylpyrazine (0.218 g) in chloroform (30 ml) which was protected from light. The reaction mixture was stirred for 90 minutes after addition was complete and was then washed with water (50 ml). The organic phase was dried (MgSO4) and volatile material was removed by evaporation to give a yellow oil. The oil was purified by elution with dichloromethane through a silica gel Mega Bond Elut column to give 2-amino-3-bromo-5-methylpyrazine (0.286 g) as a white solid, m.p. 51-52 C.; mass spectrum (+ve CI): 188 (M+H)+.

According to the analysis of related databases, 5521-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Zeneca Limited; US5866568; (1999); 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. 59489-71-3, name is 2-Amino-5-bromopyrazine, This compound has unique chemical properties. The synthetic route is as follows., name: 2-Amino-5-bromopyrazine

Example 17-7 Synthesis of 6-bromoimidazo[1,2-a]pyrazine A mixture of bromoacetaldehyde diethylacetal (19.7 g, 0.1 M) and 48% hydrobromic acid (4 ml) was heated to 140 C under nitrogen for 1.5 hours. The resulting mixture was poured onto a stirred suspension of sodium bicarbonate (40 g) in propan-2-ol (200 ml) and the resulting suspension was stirred for 10 minutes and then filtered. 5-Bromo-pyrazine-2-ylamine 12* (8.65 g, 0.05 M) was added to the filtrate and the resulting solution was heated at reflux for two hours. The solvent was evaporated in vacuo to give dark brown viscous material. The residue was treated with saturated sodium bicarbonate (150 ml) and extracted twice with dichloromethane (500 ml). The combined extracts were dried and evaporated in vacuo to give a brown oil, which was purified by flash chromatography with ethyl acetate as eluant to give 7.0 g of the desired product 16* as a light brown solid (Yield 71%). 1H-NMR (400 MHz, CDCl3): delta = 7.71 (s, 1 H, Ar), 7.85 (s, 1 H, ArH), 8.30 (s, 1 H, ArH), 8.92 (s, 1 H, ArH).

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 59489-71-3.

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

General procedure: Pyrazine-2,3-dicarboxylic anhydride (1.0 g, 6.7 mmol) was dissolved in tetrahydrofuran (40 mL)in an Erlenmeyer flask and the corresponding substituted aniline (6.7 mmol, 1 equiv.) was added in one dose. The reaction mixture was stirred for 1 hour at laboratory temperature. Water (30 mL) was added into the mixture followed by the saturated aqueous solution of NaHCO3 until pH 6 to form thecorresponding 3-(phenylcarbamoyl)pyrazine-2-carboxylic acid 1-18. Obtained crystals were filtered off and washed with water. The progress of the procedure was monitored by TLC eluted with thesystem water/butanol/acetic acid 5:4:1.

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 4744-50-7.

Reference:
Article; Semelkova, Lucia; Jano?cova, Petra; Fernandes, Carlos; Bouz, Ghada; Jand?Ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; Molecules; vol. 22; 9; (2017);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem