Category: 113305-94-5

Adding a certain compound to certain chemical reactions, such as: 113305-94-5, name is 5-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 113305-94-5, Quality Control of 5-Aminopyrazine-2-carbonitrile

To a solution of 5-aminopyrazine-2-carbonitrile (0.6 g, 4.99 mmol) in dry EtOH (9 mL) were added sodium bromide (0.257 g, 2.49 mmol) and chloroacetone (2.01 mL, 24.95 mmol) portionwise. The reaction mixture was heated at 80C for 16 h with stirring, then allowed to cool to r.t. The solvent was removed in vacuo, then the solids were taken up in DCM (100 mL) and washed with saturated aqueous NaHC03 solution (50 mL).The phases were separated and the aqueous phase was extracted with DCM (2 x 50 mL).The combined organic layers were washed with brine (50 mL), then dried (MgS04), filtered and concentrated. Purification by column chromatography, eluting with EtOAc/ heptane (20-100%>), yielded the title compound (220 mg, 28%).

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; UCB BIOPHARMA SPRL; BRACE, Gareth Neil; CHOVATIA, Prafulkumar Tulshibhai; FOULKES, Gregory; JOHNSON, James Andrew; JONES, Severine Danielle; KROEPLIEN, Boris; LECOMTE, Fabien Claude; LOKE, Pui Leng; LOWE, Martin Alexander; MANDAL, Ajay; NORMAN, Timothy John; PALMER, Christopher Francis; PEREZ-FUERTES, Yolanda; PORTER, John Robert; SMYTH, Donald; TRANI, Giancarlo; UDDIN, Muhammed; ZHU, Zhaoning; (207 pag.)WO2016/198400; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 113305-94-5, The chemical industry reduces the impact on the environment during synthesis 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, I believe this compound will play a more active role in future production and life.

Reflux a solution of 2.24 g (18.65 mmol) of 5-aminopyrazine-2-carbonitrile and 9.45 mL (74.40 mmol) of boron trifluoride etherate in 50 mL of methanol for 2 h. Concentrate the reaction mixture under reduced pressure and take up the residue obtained in 200 mL of EtOAc and 10 mL of a saturated aqueous solution of NaHCO3. Dry the organic phase over Na2SO4 and concentrate under reduced pressure. Purify the residue obtained by silica gel column chromatography, eluding with a cyclohexane/EtOAc 1:1 mixture. After concentration under reduced pressure, we obtain 1.4 g of methyl 5-aminopyrazine-2-carboxylate in the form of oil. Yield=49%

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, 5-Aminopyrazine-2-carbonitrile, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sanofi Aventis; US2009/318473; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 113305-94-5,Some common heterocyclic compound, 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, molecular formula is C5H4N4, 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 E. Benzyl-{4-[(Z)-3-(5-cyano-yrazin-2-ylamino)-3-methylsulfanyl-acryloyl]-35- dimethoxy-henyl}-carbamic acid tert-butyl esterA solution of 2-amino-5-cyanopyrazine (1.25 g, 5.2 mmol) in THE (10 mL) was added slowly to a stirred slurry of NaH (60% in mineral oil) (0.21 g, 5.2 mmol) in THE (17 mL)at 0C. The mixture was stirred for 30 minutes at 0C then a solution of benzyl-[4-(3,3- bis-methylsulfanyl-acryloyl)-3,5-dimethoxy-phenyl]-carbamic acid tert-butyl ester (1 .7 g, 3.48 mmol) in THE (7 mL) was added dropwise and the reaction mixture was heated to 80C for 12 hours. The solution was allowed to cool to room temperature then water (40 mL) was carefully added and the mixture extracted with EtOAc (3 x 25 mL). The combined organic extracts were dried (Na2SO4) and evaporated under reduced pressure to leave a residue that was purified by column chromatography on neutral silica gel (60-120 mesh size) using 0-70% EtOAc/hexanes as the eluentto give thetitle compound (0.9 g, 46%).

The synthetic route of 113305-94-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ONCOTHYREON INC.; BOYLE, Robert, George; WALKER, David, Winter; BOYCE, Richard, Justin; PETERSON, Scott; FAROUZ, Francine; VO, Cong, Hung; WO2015/120390; (2015); 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 113305-94-5 as follows. Quality Control of 5-Aminopyrazine-2-carbonitrile

The 5-aminopyrazine-2-carbonitrile (commercially available, 1.0 g, 8.32 mmol) was dissolved in tetrahydrofuran then succinic anhydride (1.04 g, 10.4 mmol) was added, the mixture was stirred at room temperature for 2 h and at reflux overnight.. Then 1.0 equivalent of succinic anhydride was added and the solution was re fluxed for 4 days. The reaction was stopped and the solution was partitioned between ethyl acetate and water. The aqueous layer was separated, acidified and extracted with ethyl acetate (3x). The combined organic layer was dried on magnesium sulfate and concentrated under vaccum. The residue was purified by flash chromatography eluting with cyclohexane-ethyl acetate (1/3) with acid acetic (1%) to give 4-[(5-cyanopyrazin-2-yl)amino]-4-oxo-butanoic acid Al (1.30 g, 71%). M.p.= 201-202 C, 1H NMR (400 MHz, DMSO-d6) ? 12.09 (bs, 1H), 11.40 (s, 1H), 9.41(s, 1H), 8.96 (s, 1H), 2.73 (t, 2H), 2.55 (t, 2H) ppm. LC-MS (Method B): RT 0.96, 219 (M-H+)

According to the analysis of related databases, 113305-94-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; JUNG, Pierre Joseph Marcel; LEIPNER, Joerg; LACHIA, Mathilde Denise; DE MESMAEKER, Alain; WO2013/37753; (2013); 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 113305-94-5 as follows. Recommanded Product: 5-Aminopyrazine-2-carbonitrile

Into a flask, purged with an inertatmosphere of nitrogen, was placed 5-aminopyrazine-2-carbonitrile (0.69 ml, 8.33mmol) and EtOH (36.2 ml). To this was added 2-bromo-1 ,1-diethoxyethane (2.58 ml, 16.6 mmol) and HBr in water (6.59 mL, 58.3 mmol). The mixture was warmed at 85C for 4 h. Upon completion, the reaction was diluted with EtOAc (50 mL), cooled to 0C, and slowly quenched with satd. aq. NaHCO3 until the pH was adjusted to 9. Theresulting solution was extracted with EtOAc (3x), and the organic layers were combined and dried over anhyd. Na2SO4. The solid was filtered, and the filtrate was concentrated in vacuo to dryness. The crude mixture was triturated with DCM:hexanes (1:1). The liquid was decanted and the solid was dried to afford the title compound.

According to the analysis of related databases, 113305-94-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; GARFUNKLE, Joie; ORNOSKI, Olga; PARKER, Dann, L., Jr.; RAGHAVAN, Subharekha; XU, Libo; YANG, Zhiqiang; (96 pag.)WO2016/191335; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 113305-94-5, 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. 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A 5 liter flange-neck flask equipped with an air stirrer rod and paddle, thermometer, water condenser and nitrogen bubbler is charged with sodium hydride (22.4 g, 560.1 mmol) and anhydrous THF (3 L). To the well stirred mixture is added 2-amino-5-cyanopyrazine (67.0 g, 557.8 mmol) portion-wise over 1.5 h while allowing for any foaming. The internal temperature remains at 22 C. throughout. The mixture is stirred for 35 min. Then 1-(2-methoxy-6-(4-methoxy-benzyloxy)-phenyl)-3,3-bis-methylsulfanyl-propenone (146.0 g, 373.9 mmol) is added at 22 C. over one hour. The yellow suspension is stirred for 45 min at room temperature and then heating is applied until the reaction is at a gentle reflux. After 19 h at 65 C. the reaction mixture is cooled to 15 C. The mixture is then split in two halves and each lot is quenched into water (2 L) and extracted with ethyl acetate (2*1 L). The organic extracts are combined and washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated under reduced pressure at 40 C. to give 196 g of a yellow/orange solid which is used in the next step without further purification. LC-ES/MS m/z 463.2 [M+H]+.

The synthetic route of 5-Aminopyrazine-2-carbonitrile has been constantly updated, and we look forward to future research findings.

Synthetic Route of 113305-94-5, 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. 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A solution of (R)-tert-butyl 2-((2-chloro-5-(4-methoxyphenyl)pyridin-4- ylamino)methyl)morpholine-4-carboxylate (0.036 g, 0.083 mmol), 2-amino-4- cyanopyrazine (0.014 g, 0.116 mmol), Xantphos (0.008 g, 0.013 mmol), cesium carbonate (0.054 g, 0.166 mmol), tris(dibenzylideneacetone)dipalladium chloroform complex (0.007 g, 0.008 mmol) in dioxane (0.7 ml_) was stirred at room temperature under nitrogen for 10 min, then heated under microwave irradiation for 60 min at 150 0C. The reaction mixture was purified by ion exchange on SCX-II acidic resin (1 g), eluting with methanol / dichloromethane (1 / 1) then 2M ammonia-methanol. The basic fractions were combined and solvent was removed in vacuo. The crude product was purified by preparative thin layer chromatography, eluting with ethyl acetate / hexane (1 / 1), to give the title compound as a yellow solid (0.014 g, 32%).1H NMR (CDCI3, 500 MHz) delta 8.82 (s, 1H), 8.46 (s, 1H), 7.79 (s, 1H), 7.31 (d, 2H, J = 8.7 Hz), 7.06 (s, 1 H), 7.03 (d, 2H, J = 8.7 Hz), 5.01 (t, 1 H, J = 5.3 Hz), 3.85 (s, 3H), 3.86-3.84 (m, 1H), 3.74-3.64 (m, 1H), 3.30-3.50 (m, 1H), 3.26-3.17 (m, 2H), 2.99 (d, 1 H, J = 13.7 Hz), 2. 86 (2H, d, J = 6.9 Hz), 2.73-2.63 (m, 1 H). LCMS (4) Rt = 2.17 min; m/z (ESI+) 518 [MH+].

The synthetic route of 5-Aminopyrazine-2-carbonitrile has been constantly updated, and we look forward to future research findings.

Related Products of 113305-94-5, 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. 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, This compound has unique chemical properties. The synthetic route is as follows.

Imidazo[1,2-a]pyrazine-6-carbonitrile (5-2) To a solution of 5-aminopyrazine-2-carbonitrile (5-1) (350 mg, 2.92 mmol) in ethanol (15 mL) was added 2-chloroacetaldehyde (4 mL, 40% in water). The mixture was stirred at 110 C. overnight. The solution was concentrated, then purified by chromatography on silica gel to afford the title compound (280 mg). MS (m/z): 145.1 (M+H)+.

The chemical industry reduces the impact on the environment during synthesis 5-Aminopyrazine-2-carbonitrile. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SU, Wei-Guo; JIA, Hong; DAI, Guangxiu; US2012/245178; (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. 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H4N4

EXAMPLE 25C phenyl 5-cyano-2-pyrazinylcarbamate A solution of Example 1B (6.0 g, 50 mmol) in a mixture of dichloromethane (100 mL) and THF (200 mL) in a room temperature water bath was treated with pyridine (4.45 mL, 55 mmol), treated dropwise with phenyl chloroformate (10.0 mL, 80 mmol), and stirred at room temperature overnight. The mixture was treated with ethyl acetate (500 mL) and filtered. The filter cake was washed with ethyl acetate and the combined filtrates were washed with brine, dried (MgSO4), filtered, and concentrated. The concentrate was triturated with 30% ethyl acetate/hexanes to provide 8.50 g (70.8%) of the desired product. MS (APCI(+)) m/z 241 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 11.76 (s, 1H), 9.20 (s, 1H), 8.98 (s, 1H), 7.20-7.50 (m, 5H).

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; Li, Goaquan; Li, Qun; Li, Tongmei; Lin, Nan-Horng; Mantei, Robert A.; Sham, Hing L.; Wang, Gary T.; US2004/34038; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 113305-94-5, name is 5-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 113305-94-5, Application In Synthesis of 5-Aminopyrazine-2-carbonitrile

Methyl 4-((1-(tert-butoxycarbonyl)piperidin-4-yl)methylamino)-6-chloronicotinate (0.200 g, 0.52 mmol), 4-amino-cyanopyrazine (0.094 g, 0.78 mmol), cesium carbonate (0.340 g, 1.04 mmol), Pd2(dba)3 (0.021 g, 0.02 mmol) and xantphos (0.024 g, 0.04 mmol) were mixed under an argon atmosphere before the addition of toluene (3 ml_). The reaction mixture was heated at 130C for 30 minutes by microwave irradiation. The cooled mixture was dissolved in methanol – dichloromethane (1 : 1 ). The mixture was purified by ion exchange chromatography on SCX-II acidic resin (2g) eluting with methanol, then 2M ammonia-methanol. The basic fractions were combined and evaporated. Flash column chromatography eluting with ethyl acetate – hexane (1 : 3) gave methyl 4-((1-(terf- butoxycarbonyl)piperidin-4-yl)methylamino)-6-(5-cyanopyrazin-2-ylamino)nicotinate as a yellow solid (0.090 g, 37%).1H NMR (500 MHz, CDCI3) delta 1.19-1.28 (2H, m), 1.41 (9H, s), 1.79-1.82 (2H, m), 1.91- 1.97 (1H, m), 2.70-2.80 (3H, m), 3.25 (2H, t, J = 6.3 Hz), 3.86 (3H, s), 4.12-4.14 (2H, m), 6.53 (1 H, s), 7.28 (1 H, s), 8.23 (1 H, t, J = 5.3 Hz), 8.62 (1 H, s), 8.66 (1 H, d, J = 1.2 Hz), 9.16 (1H, d, J = 1.2 Hz) 9.58(1 H, s). LCMS (3) Rt 4.37 min; m/z (ESI+) 468 (MH+).

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; CANCER RESEARCH TECHNOLOGY LIMITED; WO2009/44162; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem