Category: 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., Safety of 5-Bromo-3-methoxypyrazin-2-amine

To a stirring solution of 5-bromo-3-methoxypyrazin-2-amine (1.50 g, 7.35 mmol) in pyridine (15 mL), DMAP (15 mg, 0.12 mmol) and (3,5-dichlorophenyl)methanesulfonyl chloride (1.91 g, 7.34 mmol) was added. The reaction was left stirring at room temperature under nitrogen for 2 hrs. A further addition of (3,5-dichlorophenyl)methanesulfonyl chloride (0.20 g, 0.77 mmol) was added to the reaction mixture which was then left stirring for 1 hr at room temperature. The reaction mixture was concentrated in vacuo resulting in a viscous orange mixture which was then diluted with EtOAc (100 mL), washed with water (2 x 80 mL), the organic layer was dried over Na2S04 and concentrated in vacuo to afford an orange solid. This was dissolved in EtOAc (30 mL) and acidified with HCl (2M, 20 mL) which resulted in the precipitation of the title compound as a white solid . The organic and aqueous layer were subsequently separated, the organic layer was washed with water (3 x 30 mL), dried over Na2S04 and concentrated in vacuo to afford a second crop of the title compound as an orange solid (combined yield 1.73g, 54%); H NMR (500 MHz, DMSO) delta 3.93 (s, 3H), 4.88 (s, 2H), 7.36 (d, 2H), 7.63 (m, 1H), 8.12 (s, 1H), 10.80 (s, 1H).

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

Application of 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.

Toa solution of 5-bromo-3-methoxypyrazin-2-amine (500 mg, 2.45 mmol) in pyridine(5 mL) at room temperature was added 3-chlorophenyl)methanesulfonyl chloride(552 mg, 2.45 mol) over 5 min. The mixture was stirred 10 mins, the pyridineevaporated, then DCM (60 mL) and water (10 mL) was added. The phases wereseparated and the organic phase was washed with brine (5 mL), dried (Na2SC>4),the mixture filtered and the filtrate evaporated to dryness to afford an orangeoil which was chromatographed on silica (Heptane: EtOAc 1 :1) to afford thetitle compound as a light brown solid (483 mg, 48%); m z=393.7, 395.7 (MH)+.

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

Application of 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.

General procedure: Toa solution of 5-bromo-3-methoxypyrazin-2-amine (500 mg, 2.45 mmol) in pyridine(5 mL) at room temperature was added 3-chlorophenyl)methanesulfonyl chloride(552 mg, 2.45 mol) over 5 min. The mixture was stirred 10 mins, the pyridineevaporated, then DCM (60 mL) and water (10 mL) was added. The phases wereseparated and the organic phase was washed with brine (5 mL), dried (Na2SC>4),the mixture filtered and the filtrate evaporated to dryness to afford an orangeoil which was chromatographed on silica (Heptane: EtOAc 1 :1) to afford thetitle compound as a light brown solid (483 mg, 48%); The procedure to prepare N-(5-bromo-3-methoxypyrazin-2-yl)-1-(3-chlorophenyl)- methanesulfonamide was used except that methyl 3 -(chlorosulfonyl)benzoate was substituted for 3-chlorophenyl)methanesulfonyl chloride. In addition, the reaction was carned out at 60C rather than at room temperature (15%); mlz=40 1.9, 403.9 (MH).

According to the analysis of related databases, 5900-13-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ACTIVE BIOTECH AB; FRITZSON, Ingela; LIBERG, David; EAST, Stephen; MACKINNON, Colin; PREVOST, Natacha; WO2014/184234; (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. 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Formula: C5H6BrN3O

EXAMPLE 50 Sodium hydride (60% dispersion in oil; 0.198 g) was suspended in dimethoxyethane (5 ml) and 2-amino-5-bromo-3-methoxypyrazine (0.405 g) was added with stirring. After 15 minutes, 2-biphenylsulphonyl chloride (0.5 g) was added and the mixture was stirred for 18 hours. The reaction mixture was poured into water (20 ml) and acidified to pH2 with concentrated hydrochloric acid and extracted with ethyl acetate (3*25 ml). The combined organic extracts were evaporated and the residue was purified by flash chromatography on silica gel (30 g), eluding with hexane/ethyl acetate/glacial acetic acid (160/40/1 v/v), to give N-(5-bromo-3-methoxy-2-pyrazinyl)-2-biphenylsulphonamide (0.46 g); 1 H NMR (d6 -DMSO): 3.82(s,3H), 7.2-7.4(m,6H), 7.53-7.7(m,2H), 7.78(s,1H), 8.08(dd,1H), 10.33(br,1H); mass spectrum (+ve FAB, methanol/NBA): 420(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 5900-13-0.

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.

(ii) 2-Amino-5-bromo-3-methoxypyrazine (0.3 g) was added to a stirred suspension of sodium hydride (60% dispersion in oil; 0.15 g) in dimethoxyethane (5 ml). After 10 minutes, 5-(N-benzyloxycarbonyl-N-methylamino)-1-naphthalenesulphonyl chloride (0.6 g) in dimethoxyethane (2 ml) was added and stirring was continued for 2 hours. The mixture was poured into water (20 ml) and washed with ethyl acetate (20 ml). The aqueous layer was acidified with concentrated hydrochloric acid to pH2 and extracted with ethyl acetate (3*50 ml). The combined organic extracts were dried (MgSO4) and evaporated. The residue was purified by flash chromatography on silica gel (25 g), eluding with a gradient of 20-50% ethyl acetate in hexane to give 5-(N-benzyloxycarbonyl-N-methylamino)-N-(5-bromo-3-methoxy-2-pyrazinyl)-1-naphthalenesulphonamide (0.50 g) as a white foam; 1 H NMR (d6 -DHSO): 3.34 (s,3H), 3.90 (s,3H), 5.08 (br,2H), 6.95 (br,1H), 7.19 (br,2H), 7.22-7.56 (m,2H), 7.6-7.77 (m,3H), 7.79 (s,1H), 8.07 (d,1H), 8.37 (dd,1H), 8.80 (d,1H), 11.58 (br,1H); mass spectrum (+ve FAB, DMSO/NBA): 557(M+H)+.

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; Zeneca Limited; US5861401; (1999); A;,
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 1: 4-[(5-Bromo-3-methoxypyrazin-2-yl)imino]-2,6-di-tert-butylcyclohexa-2,5- dien-l-one A1C13 (651 mg, 4.9 mmol) was added to a solution of pyridine (0.95 ml) and 1,2- dichloroethane (25 ml). The resulting mixture was refluxed for 15 min. 2,6-Di-tert-butyl- 1,4-benzoquinone (434 mg, 1.97 mmol) and 5-bromo-3-methoxypyrazin-2-amine (420 mg, 1.97 mmol) was added and the resulting mixture was refluxed for 18 h. After cooling to RT, the mixture was filtered through celite. Celite was washed with DCM and the combined organic phase was concentrated under reduced pressure. The product was purified using column chromatography. Yield: 80 mg 1H NMR (CDC13): 1.21 (9H, s), 1.30 (9H, s), 4.07 (3H, s), 6.90 (1H, m), 7.07 (1H, m), 8.10 (1H, s)

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

Reference:
Patent; MEDEIA THERAPEUTICS LTD; GOLDSTEINS, Gundars; KOISTINAHO, Jari; KOISTINAHO, Milla; RATILAINEN, Jari; PYSTYNEN, Jarmo; WO2014/68171; (2014); 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 5900-13-0 as follows. Product Details of 5900-13-0

EXAMPLE 49 Sodium hydride (oil free; 0.053 g) was added to a solution of 2-amino-5-bromo-3-methoxypyrazine (0.151 g) in DME (5 ml). The solution was stirred for 10 minutes and then a solution of 4′-methyl-2-biphenylsulphonyl chloride (0.198 g) in DME (2 ml) was added. The solution was allowed to stand for 1 hour and then water (25 ml) was added. 2M Hydrochloric acid (2 ml) was added and the mixture was extracted eith ethyl acetate (2*25 ml). The extracts were washed with water (25 ml) and saturated sodium chloride solution (25ml) and dried (MgSO4). Volatile material was removed by evaporation and the residue was recrystallized from ethyl acetate to give N-(5-bromo-3-methoxy-2-pyrazinyl)-4′-methyl-2-biphenylsulphonamide (0.12 g) m.p. 204-206 C.; 1 H NMR (d6 -DMSO): 2.4 (s,3H), 3.85(s,3H), 7.05-7.2(m,4H), 7.3(dd,1H), 7.55-7.7(m,2H), 7.8(s,1H), 8.1(dd,1H); mass spectrum (+ve FAB, methanol/NBA): 436 (M+H)+.

According to the analysis of related databases, 5900-13-0, the application of this compound in the production field has become more and more popular.

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

Related Products of 5900-13-0, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5900-13-0 name is 5-Bromo-3-methoxypyrazin-2-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

5-Bromo-3-methoxy-pyrazin-2-ylamine (A) (816 mg, 4 mmol) and phenyl boronic acid (732 mg , 6 mmol) in toluene (5 mL), ethanol (5 mL) and Na2CO3 (8 mmol, 1 M aqueous) was purged with nitrogen for 10 minutes, and was added PdCl2(PPh3)2 (140 mg, 0.2 mmol). The reaction mixture was stirred at 85 0C for 4 hours. The reaction mixture was cooled to room temperature and diluted with EtOAc (50 mL). The solution was washed with brine (2 X 5 mL). The organic extracts was dried with MgSO4, then solvent was removed under vacuum. The residue was purified with flash column to give product B (660 mg, 82%) as yellow solid. 1H NMR (400 MHz, CDCl3): delta 8.08 (IH, s), 7.92 (2H, d), 7.46 (3H, m), 4.94 (2H, bs), 4.12 (3H, s); MS: 202 (M + H+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 5-Bromo-3-methoxypyrazin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; NOVARTIS AG; WO2008/73305; (2008); 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. 5900-13-0, name is 5-Bromo-3-methoxypyrazin-2-amine, A new synthetic method of this compound is introduced below., Quality Control of 5-Bromo-3-methoxypyrazin-2-amine

To compound i-176 (20 g, 98 mmol, 1.00 eq.),2-isopropenyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane(17.3 g, 103 mmol, 1.05 equivalent) and Na2CO3 (20.8 g, 196 mmol, 2.00 eq.) in 1,4-dioxane (160 mL)Add Pd(dppf)Cl2 to the solution in H2O (40 mL)(1.43 g, 1.96 mmol, 0.02 eq.).The resulting reaction mixture was degassed twice, each time refilled with N2,Then heat to 90 C for 15 hours. The reaction mixture was cooled to EtOAc (EtOAc)EtOAc. Water (200 mL) was added to the filtrate.The two layers were separated and aqueous was extracted with EtOAc (2 The combined organic layers were washed with brine (200 mL)Dry over anhydrous Na2SO4, filter and concentrate under reduced pressure.The residue was purified by silica gel column chromatography to give a solid compoundI-170 (16g).

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

Synthetic Route 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 B-79: Preparation of 3-{4-[3-(5-Amino-6-methoxy-pyrazin-2-yl)-1-(2,2-difluoro-ethyl)-1H- pyrazol-4-yl]-pyrimidin-2-ylamino}-propionitrilePreparation of B-79-2:To a solution of 5-bromo-3-methoxypyrazin-2-amine (4.50 g, 19.8 mmol) and 4-(dimethylamino)pyridine (1.24g, 10.1 mmol) in 70ml THF was added di-terf-butyldicarbonate (10.4 g, 47.6 mmol) and the reaction mixture was stirred at room temperature for 5.5 hour. The solvents were removed under reduced pressure and the residue was flash chromed on silica gel eluting 3:1 Hexanes/EtOAc to give B-79-2 as a white solid (5.403g, 67%). Example 1-1 : Preparation of (2S)-1-({4-[3-(5-amino-6-methoxypyrazin-2-yl)-1-(2,2-difluoroethyl)-1H- pyrazol-4-yl]pyrimidin-2-yl}amino)propan-2-olPreparation of 1-1-11-1-1 To a solution of 5-bromo-3-methoxypyrazin-2-amine (4.05g, 19.8mmol) in 70 mL dry THF was added DMAP (1.24g, 10,1 mmol) followed by boc anhydride (10.4g, 47.6mmol) in one portion at room temperature. The resulting mixture was allowed to stir at room temperature. When the starting material was gone by TLC, the reaction mixture was concentrated under reduced pressure to an amber oil. A precipitate developed when the oil residue was slurried in 3:1 Hexanes/EtOAc which was collected. The precipitate was dissolved in EtOAc and washed with saturated aqueous NaCI with some 0.5N HCI so pH was -5. The organic layer was dried over MgSO4 and cone. The crude product was purified by silica gel chromatography (eluting 3:1 Hexanes/EtOAc) to give 5.4Og of compound 1-1-1 as a white solid. 1 H NMR (400 MHz, DMSO-d6) delta ppm 1.36 (s, 18 H) 3.99 (s, 3 H) 8.37 (s, 1 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.