Category: 5900-13-0

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. 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H6BrN3O

Intermediate Example lnt-3: ferf-Butyl {1-[4-(6-bromo-8-methoxy-3-phenylimidazo[1,2-a]pyrazin-2 l)phenyl]cyclobutyl}carbamate A mixture of crude fert-butyl (1-{4-[bromo(phenyl)acetyl]phenyl}cyclobutyl)- carbamate [lnt-1-A] (203 mg, 0.38 mmol, 1.0 eq), 5-bromo-3-methoxypyrazin-2- amine (74.6 mg, 0.38 mmol, 1 eq.; Jiang, B. et al. Bioorg. Med. Chem (2001), 9, 1 149-1154.) and diisopropylethylamine (0.064 ml_, 0.38 mmol, 1.0 eq) in 2.3 ml_ butyronitril was heated to 120 for 17 hours and t o 125 *C for 6h. The reaction mixture was concentrated in vacuo. The crude mixture was purified via preparative HPLC under basic conditions (column: Waters X-Bridge, eluent: ACN/water (15/85) -> ACN/water 55/45) to deliver 9 mg (4%) of the title compound. UPLC-MS (Method 2): RT = 1.62 min; m/z = 549 (M) +.

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 5900-13-0.

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. 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 5-Bromo-3-methoxypyrazin-2-amine

3,4-dichlorophenyl-methanesulfonyl chloride (2.4 mmol, 650 mg) was added to a solution of 5-bromo-3-methoxypyrazine-2-ylamine (2 mmol, 410 mg) and pyridine (5 mmol, 411 microliter). The mixture was stirred for 72 hours and then partitioned between ethyl acetate, water and acetic acid. The organic phase was collected and evaporated and the residue was crystallized from ethyl acetate and heptane to afford the intermediate N- (5-bromo-3-methoxypyrazine-2-yl)-3,4-dichlorophenyl-methanesulfonamide (1.1 mmol, 470 mg). This was dissolved in dichloromethane (2 mL), cooled on an ice-bath, and boron tribromide (1 M solution in dichloromethane, 2 mmol) was added. The mixture was stirred for 3 hours, then poured onto NaHC03(s)/ice and stirred for additional 3 hours. The precipitate was collected and dissolved in hot ethanol (99.5%), the mixture was filtered while hot, and water was added to the filtrate. The precipitate was collected to afford the title compound (175 mg, 20%)

The synthetic route of 5900-13-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, 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. HPLC of Formula: C5H6BrN3O

(+/-)-l-(3,5-dichlorophenyl)-2,2,2-trifiuoroethane-l-sulfonyl chloride (165 mg, 0.48 mmol) was added to a solution of 5-bromo-3-methoxypyrazin-2-amine (107 mg, 0.53 mmol) in anhydrous pyridine (5 mL) The reaction was sealed under nitrogen and stirred at room temperature for 60 min then at 60 C for 45 min. The reaction was allowed to cool to room temperature then concentrated in vacuo. The residue was purified over silica (Biotage 10 g SNAP cartridge) eluted with Heptane:EtOAc 1 :0 to 8:2 to 6:4 to 4:6 to afford the title compound (20 mg, 7%) as a light brown solid. H NMR (500 MHz, CDCls) delta 4.06 (s, 3H), 5.71 (q, 1H), 7.36 (br.s, 1H), 7.46 (d, 2H), 7.49 (m,lH), 8.03 (s, 1H).

The synthetic route of 5-Bromo-3-methoxypyrazin-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 5900-13-0, The chemical industry reduces the impact on the environment during synthesis 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, I believe this compound will play a more active role in future production and life.

General procedure: Azaheteroaryl halide (1 mmol), catalyst (0.005-0.05 mol %) and 1M aq. Na2CO3 (1.1 mL) were stirred in a mixture of H2O-EtOH(1:2, 5 mL). The arylboronic acid (1.1 mmol) was added to the above mixture and stirring was continued for required time at 60 C. After the requisite time, reaction mixture was diluted with ethyl acetate and the catalyst was separated by centrifugation. The centrifugate was dried over anhydrous sodium sulphate and evaporated. Then the product was analyzed by GC-MS or LC-MS.The solution was concentrated and chromatographed on a silicagel column with n-hexane-ethyl acetate (4:1) as the eluting solvent to give the coupled product. The product was confirmed by 1H and 13C NMR spectral analysis. The used catalyst was washed with water, ethanol and dichloromethane, and dried under vacuum before reuse.

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-Bromo-3-methoxypyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ganesamoorthy; Muthu Tamizh; Shanmugasundaram; Karvembu; Journal of Organometallic Chemistry; vol. 862; (2018); p. 76 – 85;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5900-13-0,Some common heterocyclic compound, 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, molecular formula is C5H6BrN3O, 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.

EXAMPLE 46 Sodium hydride (60% dispersion in oil; 0.094 g) was added to a solution of 2-amino-5-bromo-3-methoxypyrazine (0.159 g) in dimethoxyethane (4 ml). The solution was stirred for 10 minutes and then 4-nitrophenyl 4′-isobutyl-2-biphenylsulphonate (0.321 g) was added. The solution was allowed to stand for 5 hours and then water (20 ml) was added. 2M Hydrochloric acid (2 ml) was added and the mixture was extracted with ethyl acetate (2*30 ml). The extracts were dried (MgSO4) and volatile material was removed by evaporation. The residue was purified by elution with ethyl acetate/hexane (1:3 v/v) through a silica gel Mega Bond Elut column. The resulting solid was recrystallized from a mixture of ether and hexane to give N-(5-bromo-3-methoxy-2-pyrazinyl)-4′-isobutyl-2-biphenylsulphonamide (0.09 g), m.p. 154-156 C.; 1 H NMR (d6 -DMSO): 0.9 (d,6H), 1.8-2.0 (m,1H), 2.5 (d,2H), 3.85 (s,3H), 7.1 (s,4H), 7.3 (d,1H), 7.5-7.7 (m,2H), 7.8 (br s,1H), 8.05 (d,1H), 10.2-10.3 (br, 1H); mass spectrum (+ve FAB, methanol/NBA): 478 (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 5-Bromo-3-methoxypyrazin-2-amine, its application will become more common.

Reference:
Patent; Zeneca Limited; US5861401; (1999); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5900-13-0, These common heterocyclic compound, 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, 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.

5-(dimethylphosphoryl)-3-methoxypyrazin-2-amine (0495) To a solution of 5-bromo-3-methoxypyrazin-3-ylamine (0.204 g, 1.00 mmol) in 4 mL DMF was added dimethylphosphine oxide (0.171 g, 1.10 mmol), palladium acetate (11.0 mg, 0.0490 mmol), XANTPHOS (35.0 mg, 0.0600 mmol), and potassium phosphate (0.233 g, 1.10 mmol). The mixture was purged with nitrogen, and subjected to microwaves at 150 C. for 20 minutes. The reaction mixture was concentrated and purified by silica gel chromatography (0-10% 7N ammonia in methanol:dichloromethane) to afford the desired product (126 mg, 63% yield).

Statistics shows that 5-Bromo-3-methoxypyrazin-2-amine is playing an increasingly important role. we look forward to future research findings about 5900-13-0.

Reference:
Patent; ARIAD PHARMACEUTICALS, INC.; Wang, Yihan; Huang, Wei-Sheng; Liu, Shuangying; Shakespeare, William C.; Thomas, Ranny M.; Qi, Jiwei; Li, Feng; Zhu, Xiaotian; Kohlmann, Anna; Dalgarno, David C.; Romero, Jan Antoinette C.; Zou, Dong; US2015/225436; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5900-13-0, 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. 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

Synthesis of N-(5 -bromo-3 -methochiypyrazin-2- vDformamide [0207][0208]Acetic anhydride (150 ml) was added dropwise to formic acid (150 ml) under ice- cooling, followed by stirring at the same temperature for 25 minutes. A solution of 5-bromo-3- methoxypyrazin-2-ylamine (CAS No.5900-13-0, 38.7 g) in THF (200 ml) was added dropwise to the reaction mixture over 10 minutes, and then the reaction solution was stirred at room temperature for one hour. Ice water was added to the reaction solution, and the precipitated powder was collected by filtration. The resulting powder was washed with water and then air- dried overnight to obtain 41.2 g of the title compound. The property values of the compound are as follows.1 H-NMR (CDCl3 ) delta (ppm): 4.06 (s, 3H), 7.87 (s, IH), 7.87 (brd, J = 11.0 Hz, IH), 9.37 (d, J =11.0 Hz5 IH).

The synthetic route of 5-Bromo-3-methoxypyrazin-2-amine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&;D Management CO., LTD.; HASEGAWA, Daiju; KITAZAWA, Noritaka; WO2010/98495; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5900-13-0, The chemical industry reduces the impact on the environment during synthesis 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, I believe this compound will play a more active role in future production and life.

Toa stirred suspension of sodium hydride (60%, 196 mg, 4.9 mmol) and THF (10 mL)at 0C, under N2, was added 5-bromo-3-methoxypyrazin-2-amine (1.00g, 4.9 mmol) in one portion. This was stirred at 0C for 30 min before theaddition of 3,5-dichlorobenzene-l- sulfonyl chloride (120 mg, 0.49 mmol) in oneportion. The reaction was allowed to warm to room temperature and stirred for 2hrs. The reaction was acidified to pH 2 with 2 M HC1, diluted with water (100mL) and extracted with EtOAc (100 ml x 3). The combined organic extracts werewashed with water (100 ml), brine (100 ml), dried ( a2S04), filtered andconcentrated to give the crude product as a brown oil, which was purified usingsilica chromatography (eluent 12% to 50% EtOAc in heptane) to give the titlecompound as a white solid (866 mg, 39%); m z=411.7, 413.6 (MH)+

The chemical industry reduces the impact on the environment during synthesis 5-Bromo-3-methoxypyrazin-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5900-13-0, 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. 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

3-Methoxy-5-vinylpyrazin-2-amine A mixture of 5-bromo-3-methoxypyrazin-2-amine (800 mg, 3.92 mmol, 1 eq.; Jiang, B. et al. Bioorg. Med. Chem (2001 ), 9, 1149-1 154.), trivinylboroxine pyri- dine-complex (944 mg, 3.92 mmol, 1.0 eq), tetrakis(triphenylphosphin)palladium(0) (45 mg, 0.04 mmol, 0.01 eq) and potassium carbonate (542 mg, 3.92 mmol, 1.0 eq) in 40 ml_ dimethoxyethane/water (3/1) was stirred at room temperature for 10 min and then heated to reflux temperature for 3 hours. The reaction mixture was hydrolysed with 100 ml_ of water and extracted with ethyl acetate. The resulting organic phase was washed with brine, dried with sodium sulphate and concentrated in vacuo. The crude mixture was purified via MPLC (column: Snap cartridge, eluent: hexane -> hexane/ethyl acetate 1/1) to deliver 495 mg (78%) of the title compound. UPLC-MS (Method 2): RT = 0.87 min; m/z = 152 (M+H) +.

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; BAYER INTELLECTUAL PROPERTY GMBH; BAYER PHARMA AKTIENGESELLSCHAFT; BAeRFACKER, Lars; SCOTT, William; HAeGEBARTH, Andrea; INCE, Stuart; REHWINKEL, Hartmut; POLITZ, Oliver; NEUHAUS, Roland; BOeMER, Ulf; WO2013/104610; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5900-13-0, 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 5900-13-0 as follows.

5-bromo-3-methoxy-2-pyrazinamme (13.5g), hexane-2,5-dione (9g) and para- toluenesulphonic acid hydrate (0.5g) in toluene (200ml) was heated under reflux using a Dean and Stark trap to collect the water. After 16h, the solution was allowed to cool, EPO concentrated to 50ml and passed through a pad of silica gel eluting with dichloromethane to collect the subtitle compound. Yield 17g.1H NMR (D6-DMSO):8.25 (IH, s), 5.92 (2H, s), 4.02 (3H, s), 2.02 (6H, s)

According to the analysis of related databases, 5-Bromo-3-methoxypyrazin-2-amine, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ASTRAZENECA AB; WO2007/35154; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem