Tag: M.W=200-300

Related Products of 143591-61-1, 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. 143591-61-1, name is 3-Bromo-8-chloroimidazo[1,2-a]pyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a solution of 3-bromo-8-chloro-imidazo[l,2-a]pyrazine (4.0 g, 18.2 mmol) in DMF (16 ml.) MeSNa (1.52 g, 21.8 mmol) is added and stirred at 70 0C for 2h. After this time the solution is allowed to cool, poured into 16ml_ of water, stirred for 30 minutes and the solid obtained filtered off and washed with water (3 x 5OmL). The product, 3-Bromo-8-methylsulfanyl- imidazo[l,2-a]pyrazine was obtained as a beige solid (3.21 g, 72.3 %).

The synthetic route of 3-Bromo-8-chloroimidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BIOFOCUS DPI LIMITED; WO2009/24585; (2009); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 486424-37-7, name is 3-Amino-6-bromopyrazine-2-carboxylic acid, 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. name: 3-Amino-6-bromopyrazine-2-carboxylic acid

Step 1. Synthesis of tert-butyl (l-(2-(3-amino-6-bromopyrazine-2-carboxamido) pyridin- 3 -y l)piperidin-4-yl)carbamate In a 100 mL round-bottom flask equipped with a magnetic stirrer, a solution of 3-amino- 6-bromopyrazine-2-carboxylic acid (1.044 g, 4.79 mmol), tert- butyl (l-(2-aminopyridin-3- yl)piperidin-4-yl)carbamate (1.4 g, 4.79 mmol), DIPEA (2.091 mL, 11.97 mmol) and HATU (2.185 g, 5.75 mmol) in DMF (15 mL) was stirred at 25 C for 15 hr. The reaction mixture was quenched with 30 mL water and extracted with EtOAc (3 X 20 mL). The ethyl acetate wash was dried over Na2S04 and concentrated. The crude product was purified by silica gel chromatography using ethyl acetate and heptane which gave 3-amino-N-(3-(4-aminopiperidin-l- yl)pyridin-2-yl)-6-bromopyrazine-2-carboxamide (1.76 g, 3.57 mmol) in 74 % yield. LC-MS (acidic method): : ret.time= 1.17 min, M+H = 492.3.

The synthetic route of 3-Amino-6-bromopyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; LUZZIO, Michael Joseph; PAPILLON, Julien; VISSER, Michael Scott; (213 pag.)WO2016/20864; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 117103-53-4, 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 117103-53-4 as follows.

Example 73 2 (R)- (3-Chloro-4-methanesulfonyl-phenyl)-3-cyclopentyl-N- [5- (2-hydroxy- ETHYLAMINO)-PYRAZIN-2-YL]-PROPIONAMIDE [000339] A mixture of 2-bromo-5-nitropyrazine (500 mg, 2.45 mmol) and ethanolamine (225 mg, 3.67 mmol) in methanol (15 mL) was stirred at 25C for 5 h. After such time, the reaction was concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, 20/80 hexanes/ethyl acetate to 97/3 ethyl acetate/methanol) afforded 2- (5-NITRO-PYRAZIN-2-YLAMINO)-ETHANOL (375 mg, 83%) as a yellow solid: mp 157.5- 159. 8C ; EI-HRMS m/e calcd for C6H8N403 (M+) 184.0596, found 184.0603.

According to the analysis of related databases, 117103-53-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 6966-01-4, 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. 6966-01-4, name is Methyl 3-amino-6-bromopyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of palladium (II) acetate (145 mg, 0.65 mmol) and 1,1′-bis(diphenylphosphino)-ferrocene (493 mg, 0.86 mmol) in DMF (70 ml) was stirred at 50 C. for 15 minutes and cooled to r.t. The mixture was evacuated and vented with argon. 3-Amino-6-bromopyrazine-2-carboxylic acid methyl ester (5.0 g, 21.5 mmol), furan-3-yl-boronic acid (2.79 g, 23.7 mmol) and triethylamine (4.51 ml, 32.3 mmol) were added and the reaction mixture was stirred at 90 C. for 16 h. The solvent was evaporated and the product was obtained after purification by silica gel chromatography using a heptane /ethyl acetate gradient as yellow solid (2.92 g, 61.8%). MS: M=220.2 (M+H)+

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 3-amino-6-bromopyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Bleicher, Konrad; Flohr, Alexander; Groebke Zbinden, Katrin; Gruber, Felix; Koerner, Matthias; Kuhn, Bernd; Peters, Jens-Uwe; Sarmiento, Rosa Maria Rodriguez; US2011/306589; (2011); 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. 642459-03-8, name is 6-Chloro-N-phenylpyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 6-Chloro-N-phenylpyrazin-2-amine

tert-Buty 5-methyl-3-{[6-(phenylamino)pyrazin-2-yl]amino}pyrazole- carboxylate. 6-Chloro-N-phenylpyrazin-2-amine (84 mg, 0.4 mmol), tert-butyl 3-amino-5- methyl-lH-pyrazole-1-carboxylate (98 mg, 0.5 mmol), palladium acetate (10 mg, 0.04 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (55 mg, 0.1 mmol), and potassium carbonate (560 mg, 4.0 mmol) were suspended in anhydrous dioxane (3 mL). The resulting mixture was degassed with nitrogen for 5 minutes and stirred at 90C for one hour. The reaction was then partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (3 x 20 mL), and the organic layers were combined and dried over magnesium sulfate. After filtration, the solvent was removed in vacuo. The residue was purified by silica gel chromatography (15-75% ethyl acetate in hexanes) to give the title compound as an off-white solid (68 mg, 0.19 mmol, 46% yield); 1H NMR (DMSO-^6) delta 9.45 (s, IH), 9.33 (s, IH), 7.81 (s, IH), 7.71 (s, IH), 7.52 (d, J= 8.4 Hz, 2H), 7.32 (t, J= 8.4 Hz, 2H), 7.01 (t, J= 7.6 Hz, IH), 6.53 (s, IH), 2.13 (s, 3H), 1.57 (s, 9H); MS (ESI) MS (ESI) m/z 367.3 [M+l]+.

The synthetic route of 642459-03-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; WO2009/89042; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 1379338-74-5,Some common heterocyclic compound, 1379338-74-5, name is 5,7-Dichloropyrido[3,4-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.

Intermediate 33: 1,1-Dimethylethyl-2-{[(7-chloropyrido[3,4-b]pyrazin-5-yl)amino]methyl}-4-morpholinecarboxylate 1,1-Dimethylethyl-2-(aminomethyl)-4-morpholinecarboxylate (60 mg, 0.28 mmol) was dissolved in N-methyl-2-pyrrolidinone (NMP) (1 mL) and to this was added DIPEA (0.07 mL, 0.38 mmol) and 5,7-dichloropyrido[3,4-b]pyrazine (50 mg, 0.25 mmol). This was heated at 130 C. for 30 min. The reaction mixtures were partitioned between ethyl acetate (50 ml) and water (50 mL) and the organic layer washed with water (50 mL), dried over a hydrophobic frit and concentrated in vacuo to yield an orange gum. It was dissolved in DCM and passed through silica (10 g) eluting with a 10-40% ethyl acetate in cyclohexane gradient. Appropriate fractions were combined and concentrated in vacuo to yield the title compound as a yellow solid, 91 mg. LCMS (Method B): Rt=1.17 min, MH+ 380

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5,7-Dichloropyrido[3,4-b]pyrazine, its application will become more common.

Reference:
Patent; GLAXO GROUP LIMITED; Atkinson, Francis Louis; Atkinson, Stephen John; Barker, Michael David; Douault, Clement; Garton, Neil Stuart; Liddle, John; Patel, Vipulkumar Kantibhai; Preston, Alexander G.; Shipley, Tracy Jane; Wilson, David Matthew; Watson, Robert J.; US2014/5188; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 21943-17-9,Some common heterocyclic compound, 21943-17-9, name is 5-Bromo-3-chloropyrazin-2(1H)-one, molecular formula is C4H2BrClN2O, 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 solution of 56 (1.50 g, 7.16 mmol), the appropriate secondary amine (8.59 mmol, 1.20 equiv) and diisopropylethylamine (1.50 mL, 8.59 mmol) in n-butanol (15 mL)was heated in a microwave reactor using variable wattage to 140 C for 1 h. The mixture was concentrated and purified by flash column chromatography on silica, eluting with 9:1 dichloromethane/methanol, to give gave 58-63.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5-Bromo-3-chloropyrazin-2(1H)-one, its application will become more common.

Reference:
Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728,16;; ; Article; Caldwell, John J.; Veillard, Nicolas; Collins, Ian; Tetrahedron; vol. 68; 47; (2012); p. 9713 – 9728;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, 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. COA of Formula: C5H4Br2N2O

A mixture of tert-butyl 4-(4-aminophenyl)piperidine-l-carboxylate (2.5 g, 9.06 mmol) and 3,5-dibromo-l-methylpyrazin-2(lH)-one (2.2 g, 8.23 mmol) in isopropanol (30 mL) was heated at 85 °C for 15 h. After the reaction was finished, it was filtered and the solid was washed with isopropanol to afford 282a as a white solid (2.9 g, 80 ).LCMS: (M+H)+ 463

The synthetic route of 87486-34-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD CONNECTICUT, INC.; GENENTECH, INC.; BARBOSA, Antonio, J., M.; BLOMGREN, Peter, A.; CURRIE, Kevin, S.; KRISHNAMOORTHY, Ravi; KROPF, Jeffrey, E.; LEE, Seung H.; MITCHELL, Scott A.; ORTWINE, Daniel; SCHMITT, Aaron, C.; WANG, Xiaojing; XU, Jianjun; YOUNG, Wendy; ZHANG, Honglu; ZHAO, Zhongdong; ZHICHKIN, Pavel E.; WO2011/140488; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 486424-37-7, name is 3-Amino-6-bromopyrazine-2-carboxylic acid, 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. Safety of 3-Amino-6-bromopyrazine-2-carboxylic acid

Step 1. Synthesis of tert-butyl (l-(2-(3-amino-6-bromopyrazine-2-carboxamido)pyridin- 3-yl)-4-methylpiperidin-4-yl)carbamate. In a 100 mL round bottom flask equipped with a magnetic stirrer HBTU (2.23 gm, 5.87 mmol), 3-amino-6-bromopyrazine-2-carboxylic acid (1.17 gm, 5.39 mmol), and N-ethyl-N- isopropylpropan-2-amine (1.28 mL, 7.34 mmol) were allowed to stir in DMF (15 ml) for 15 minutes whereupon tert-butyl (l-(2-aminopyridin-3-yl)-4-methylpiperidin-4-yl)carbamate (1.5 gm, 4.9 mmol) was added in one portion. Reaction was allowed to stir for 16hr. Reaction was then poured into DMF and extracted thrice with 50 mL ethyl acetate. Organic extracts were combined and dried with brine followed by anhydrous sodium sulfate. The residue was purified by silica gel using gradient chromotography ethanol – ethyl acetate 0 -10% which yielded pure tert-butyl (l-(2-(3-amino-6-bromopyrazine-2-carboxamido)pyridin-3-yl)-4-methylpiperidin-4- yl)carbamate (1.86 gm, 67.5% yield) upon evaporation of fractions containing the desired product. LC-MS (Acidic method): ret.time= 1.17 min, M+H = 508.3.

The synthetic route of 3-Amino-6-bromopyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; LUZZIO, Michael Joseph; PAPILLON, Julien; VISSER, Michael Scott; (213 pag.)WO2016/20864; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 957344-74-0, name is 5,8-Dibromoimidazo[1,2-a]pyrazine, molecular formula is C6H3Br2N3, 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. Recommanded Product: 957344-74-0

A mixture of known compound 7 (2.75g, 9.90mmol), cyclopropylamine (3.4mL, 49.50mmol) and N, N-diisopropylethylamine (3.5mL, 19.80mL) in 1,4-dioxane (33mL) was stirred at 100C for 16h. The reaction mixture was cooled to room temperature, diluted with ethyl acetate and washed with saturated aqueous NaHCO3. The organic phase was dried over anhydrous Na2SO4 and filtered. The filtrate was concentrated in vacuo. The residue was purified by column chromatography (Hexanes:EtOAc=1:2) to afford the title compound 9 (2.3g, 92%). 1H NMR (300MHz, DMSO-d6) delta 7.88 (s, 1H), 7.82 (br, 1H), 7.58 (s, 1H), 7.49 (s, 1H), 2.85 (m, 1H), 0.68 (m, 2H), 0.63 (m, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 957344-74-0, its application will become more common.

Reference:
Article; Kang, Seok Jong; Lee, Jung Wuk; Chung, Shin Hyuck; Jang, Sun Young; Choi, Jaeyul; Suh, Kwee Hyun; Kim, Young Hoon; Ham, Young Jin; Min, Kyung Hoon; European Journal of Medicinal Chemistry; vol. 163; (2019); p. 660 – 670;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem