Category: 25710-18-3

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. 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2,3-Dichloropyrido[2,3-b]pyrazine

CuI (6.00 mg, 0.03 mmol), PdCl2(PPh3)2 (30.0 mg, 0.04 mmol), and i-Pr2NH (2 mL) were added to 2,3-dichloropyrido[2,3-b]pyrazinerefPreviewPlaceHolder21 (240 mg, 1.20 mmol) in dry DMSO (4 mL) under a slow stream of argon. After 20 min stirring under argon, p-tolylacetylene (348 mg, 3.00 mmol) in i-Pr2NH (2 mL) was added drop wise for 25 min. Stirring was continued for 6 h at room temperature. The reaction mixture was then filtered and solids over the filter were rinsed with hexane (5 mL) giving 5. This crude product 5 was purified by flash column chromatography on silica gel (3.x.30 cm) with CHCl3 as the eluent. The yield was 346 mg. The filtrate was evaporated to dryness under reduced pressure. The residue was mixed with silica gel and purified by flash column chromatography on silica gel (2.x.20 cm) with CHCl3 as the eluent. The yellowish fraction Rf (CHCl3) 0.3 gave 25.0 mg of 5. Compound 5 was obtained in 86percent total yield (371 mg) as pale yellow crystals, mp 219-221 °C (decomp., EtOH); 1H NMR (CDCl3, 250 MHz) delta ppm: 2.39 (br s, 6H, 2Me), 7.20 (m, 4H, p-Tol), 7.59 (m, 4H, p-Tol), 7.67 (dd, J=8.4, 4.3 Hz, 1H, H(7)), 8.38 (dd, J=8.4, 1.9 Hz, 1H, H(8)), 9.13 (dd, J=4.3, 1.9 Hz, 1H, H(6)); 13C NMR (CDCl3, 62.9 MHz) delta ppm: 22.1, 86.5, 86.7, 97.9, 98.6, 118.6, 118.8, 126.0, 129.8, 132.8, 132.9, 136.5, 137.9, 141.0, 141.1, 142.5, 144.5, 149.3, 155.1; IR, cm-1: 2207 (CC). MS m/z: 359 ([M]+, 30), 344 (33), 217 (49), 203 (15), 190 (30), 179 (30), 164 (11), 140 (100), 141 (52), 89 (14), 77 (64), 65 (13). Anal. Calcd for C25H17N3: C, 83.54; H, 4.77; N, 11.69. Found: C, 83.71; H, 4.56; N, 11.54.

According to the analysis of related databases, 25710-18-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gulevskaya, Anna V.; Nguyen, Huong T.L.; Tyaglivy, Alexander S.; Pozharskii, Alexander F.; Tetrahedron; vol. 68; 2; (2012); p. 488 – 498;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, 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. Quality Control of 2,3-Dichloropyrido[2,3-b]pyrazine

[0445] Example 14 [0446] Synthesis of 3 -(4-(3 -chlorobenzyl)piperazin- 1 -yl)-N-phenylpyrido [2,3 -b]pyrazin-2- amine, 2,2,2-trifluoroacetic acid salt [0447] To a solution of 2,3-dichloropyrido[2,3-b]pyrazine (20 mg, 0.100 mmol) in dioxane (0.3 mL) was added aniline (9.78 mg, 0.105 mmol) and -ethyl-N-isopropylpropan-2-amine (38.8 mg, 0.30 mmol). The reaction mixture was heated at 150 °C overnight, then l-(3- chlorobenzyl)piperazine (31.6 mg, 0.150 mmol) was added. The resulting solution was heated at 150 °C overnight. HPLC purification afforded the title compound as a yellow solid. MS (ESI, pos. ion) m/z: 431.2 (M+l)

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

Reference:
Patent; ENVOY THERAPEUTICS, INC.; HITCHCOCK, Stephen; MONENSCHEIN, Holger; REICHARD, Holly; SUN, Huikai; KIKUCHI, Shota; MACKLIN, Todd; HOPKINS, Maria; WO2014/28479; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 25710-18-3, A common heterocyclic compound, 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, molecular formula is C7H3Cl2N3, 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 slurry of 2,3-Dichloropyrido[2,3-b]pyrazine (Intermediate F step 2) (500 mg, 2.500 mmol), 3- fluoro-4-methylphenylboronic acid (847 mg, 5.50 mmol),tetrakis(triphenylphosphine)palladium(0) (173 mg, 0.150 mmol) and potassium carbonate (1520 mg, 1 1 .00 mmol) in dioxane (20 ml) was degassed by bubbling nitrogen through (x3). The reaction mixture was heated using microwave radiation under nitrogen at 150 °C for 4h. The resulting mixture was partitioned between EtOAc and water. The organic portion was separated, dried (sodium sulphate), filtered and concentrated in vacuo. The crude product was purified by chromatography on silica eluting with 0-3percent THF in DCM to afford the title compound;LCMS; Rt 1 .28 mins MS m/z 348 [M+H]+ Method 2minl_C_v003

The synthetic route of 25710-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; CHARLTON, Steven, John; LEBLANC, Catherine; MCKEOWN, Stephen, Carl; WO2012/7539; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 2,3-Dichloropyrido[2,3-b]pyrazine

To a solution of 2,3-dichloro-pyrido [2,3-b] pyrazine (0. 5G) in methanol was added 0.3N solution of sodium methoxide (6. 5ML). The resulting mixture was heated to reflux for 4 hours allowed to cool and used in example (7b)

The synthetic route of 25710-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; WO2005/21513; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 25710-18-3, A common heterocyclic compound, 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, molecular formula is C7H3Cl2N3, 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: A mixture of 2,3-dichloropyrazine or its derivatives (1, 1.0 equiv), substituted phenols (2a-p) (1.0 equiv) and anhydrous AlCl3 (1.0 equiv) in dichloroethane (5 mL) was stirred at 80 oC for 30 min. Then the mixture was cooled to room temperature and additional quantity of AlCl3 (1.0 equiv) was added. The mixture was stirred again at 80 oC for another 30 min. After completion of the reaction, the mixture was poured into ice-cold water (15 mL), stirred for 10 min and then extracted with ethyl acetate (3.x.5 mL). The organic layers were collected, combined, washed with water (3.x.10 mL), dried over anhydrous Na2SO4 and concentrated under vacuum. The residue was purified by column chromatography to afford the expected products.

The synthetic route of 25710-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kumar, K. Shiva; Adepu, Raju; Kapavarapu, Ravikumar; Rambabu; Krishna, G. Rama; Reddy, C. Malla; Priya, K. Krishna; Parsa, Kishore V.L.; Pal, Manojit; Tetrahedron Letters; vol. 53; 9; (2012); p. 1134 – 1138;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 25710-18-3, These common heterocyclic compound, 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, 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 stirred solution of 2,3-dichloropyrido[3,2-b]pyrazine (3) (4.76 g, 18.5 mmol) in dimethylsulfoxide (DMSO, 2 ml) solution was added phenylacetylene (2.3 ml, 21.3 mmol), triethylamine (18.0 ml, 129.6 mmol), palladium(II) acetate (290 mg, 1.3 mmol), copper(I) iodide (437 mg, 1.7 mmol) and triphenylphosphine (388 mg, 2.0 mmol) at 80 °C for 2 h. The resulting mixture was concentrated in vacuum to remove the solvent and then water was added. The mixture was extracted with ethyl acetate and the organic layer was washed with water and dried over MgSO4. After removal of solvent in vacuum, the residue was purified by SiO2 column chromatography (CH2Cl2/n-hexane = 3:2) to yield the desired compound 4, 2-chloro-3-(phenylethynyl)pyrido[3,2-b]pyrazine (83percent, 4.6 g). 1H NMR (500 MHz, CDCl3) delta 7.46 (m, 6H), 7.73 (m, 6H), 8.34 (d, J = 8.3 Hz, 2H), 9.19 (dd, J = 2.31, 1.8 Hz, 2H); MS (ESI) m/z 266 ([M+H]+).

The synthetic route of 25710-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Gong, Young-Dae; Dong, Mi-Sook; Lee, Sang-Bum; Kim, Nayeon; Bae, Mi-Seon; Kang, Nam-Sook; Bioorganic and Medicinal Chemistry; vol. 19; 18; (2011); p. 5639 – 5647;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, 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 25710-18-3, Recommanded Product: 2,3-Dichloropyrido[2,3-b]pyrazine

2,3-Dichloropyrido[2,3-b]pyrazine (step 2) (500 mg, 2.5 mmol) in dry dioxane (10ml), under nitrogen was treated with phenylboronic acid (305 mg, 2.5 mmol), potassium carbonate (691 mg, 5 mmol) in water (0.5 ml) and tetrakis(triphenylphosphine)palladium(0) (144 mg, 0.125 mmol). The resulting mixture was heated using microwave radiation at 100°C for 1 hour.After cooling to RT, the mixture was diluted with water (100 ml) and extracted with DCM (x3). The combined organic extracts were washed with brine, dried over MgS04 and filtered. The solvent was removed in vacuo and the crude product was purified by chromatography on silica eluting with 0-30percent EtOAc/iso-hexane to afford the title compound as a solid;LCMS: Rt 1 .03 mins MS m/z 242/244 [M+H]+; Method 2minl_C_v0031 H NMR (400MHz, DMSO-d6) delta 9.2 (1 H, m), 8.6 (1 H, dd), 8.0 (1 H, m), 7.9 (2H, m), 7.6 (3H, m)

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 of 25710-18-3,Some common heterocyclic compound, 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, molecular formula is C7H3Cl2N3, 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 mixture of 2,3-dichloropyrido[2,3-b]pyrazine (Intermediate F step 2) (5 g, 25 mmol), p- tolylboronic acid (4.08 g, 30.0 mmol), tricyclohexylphosphine (1 .682 g, 6.00 mmol), and cesium carbonate (16.29 g, 50.0 mmol) in dry dioxane (60ml) was degassed by bubbling nitrogen through (x3). Tris(dibenzylideneacetone)dipalladium (0) (2.289 g, 2.5 mmol) was added and the reaction mixture was degassed by bubbling nitrogen through (x3). The resulting mixture was stirred at 70 ¡ãC for 16 hours and at room temperature for 2 days. The mixture was diluted with water and EtOAc and filtered through Celite.(R).(filter material). The phases were separated and the aqueous extracted with EtOAc The combined organic extracts were washed with brine, dried over MgS04 and concentrated in vacuo. The crude product was purified bychromatography on silica eluting with 0-2percent THF/DCM to give a mixture of the mono and bis arylated products. The materials were re-purified by chromatography on silica eluting with 0-2percent THF/DCM] to afford the title compound;LCMS; Rt 1 .13 mins MS m/z 256/258 [M+H]+ Method 2minl_C_v003

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Dichloropyrido[2,3-b]pyrazine, its application will become more common.

Reference:
Patent; NOVARTIS AG; CHARLTON, Steven, John; LEBLANC, Catherine; MCKEOWN, Stephen, Carl; WO2012/7539; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 25710-18-3, The chemical industry reduces the impact on the environment during synthesis 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, I believe this compound will play a more active role in future production and life.

To a stirred solution of 4.5 g of compound 3 (22.5 mmol) in 10 mL of acetonitrile, 2.5 mL of phenylacetylene (23.0 mmol), 25 mL of triethylamine (TEA; 180 mmol), 500 mg of palladium(II) acetate (2.2 mmol), 419 mg of copper iodide (2.2 mmol), and 577 mg of triphenylphosphine (2.2mmol) were added, and the mixture was heated up to 80 ¡ãC for 3 h. The resulting mixture was concentrated, dried under vacuum, and extracted with a mixture of EtOAc and water.The organic layer was separated, washed with water, and dried over MgSO4. After the removal of the solvent by a rotary evaporator, the residue was purified by column chromatography using (EtOAc: n-hexane = 1:4) to achieve compound 4 as a yellow solid with 68percent yield

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, 2,3-Dichloropyrido[2,3-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Park, Jeong Hoon; Kim, Heejung; Kim, Dong-Yeon; Yang, Seung Dae; Hur, Min Goo; Kim, Sang Wook; Yu, Kook Hyun; Bulletin of the Korean Chemical Society; vol. 36; 7; (2015); p. 1778 – 1783;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 25710-18-3,Some common heterocyclic compound, 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, molecular formula is C7H3Cl2N3, 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 suspension of 2,3-dichloro-pyrido[2,3-b]pyrazine (200mg; lmmol; leq), ethane sulfonamide (109.1 mg, 1 mmol, 1 eq.), 7-methyl-l,5,7-triazabicyclo[4.4.0]dec-5-ene on polystyrene. hi (862 mg, 2.5 mmol, 2.5 eq.) and NaI (149.87 mg, lmmol, 1 eq.) in DMA (5 ml) is heated at 1000C in the microwave for 1 hour under high absorbance. HCl in dioxane (374.9 mul, 4M; 1.5 mmol, 1.5 eq.) then 3,5-dimethoxyaniline (765.8 mg, 5 mmol, 5 eq.) are added, and the resulting reaction mixture is heated at 1700C in the microwave for 30 min. The polymer is filtered off, washed with DMA, and the solvent evaporated under reduced pressure. The product was extracted withEtOAc, the organic layer is washed with brine and dried under MgSO4 them conecentrated to near dryness. The residue is purified by preparative HPLC to afford 69.4 mg (18 percent) of the title EPO compound as a parent. The parent (58.6 mg, 0.15 mmol, 1 eq.) is suspended in water (2 ml) then potassium hydroxide (300.9 mul, 0.50 M, 0.15 mmol, 1 eq.) is added and the mixture is lyophilised to afford 64 mg (99 percent) of the title compound as a yellow powder. IH NMR (DMSO- d6) delta 8.92 (s, IH), 8.34 (dd, J = 4.5, 1.7 Hz, IH), 7.79 (dd, J = 7.9, 1.7 Hz, IH), 7.31 (d, J = 2.3 Hz, 2H), 7.14 (dd, J = 7.9, 4.5 Hz, IH), 6.16 (t, J = 2.3 Hz, IH), 3.78 (s, 6H), 3.40 (q, J = 7.5 Hz, 2H), 1.15 (t, J = 7.5 Hz, 3H). HPLC (max plot) 99percent; Rt 2.87 min. LC/MS: (ES+): 390.3, (ES-): 388.3.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Dichloropyrido[2,3-b]pyrazine, its application will become more common.

Reference:
Patent; APPLIED RESEARCH SYSTEMS ARS HOLDING N.V.; WO2007/23186; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem