Category: 6905-47-1

6905-47-1, name is 2-Amino-6-methoxypyrazine, 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. Quality Control of 2-Amino-6-methoxypyrazine

The 3-amino-2-chloro-5-methoxypyrazine used as a starting material were prepared asfollows :-N-Chlorosuccinimide (1.7 g) was added portionwise to a solution of 2-amino-6-methoxypyrazine (S K Vohra et al, J. Org. Chem., 1979,44,1128; 1.6 g) in chloroform(26 ml) and the resultant mixture was stirred at ambient temperature for 3 hours. Silica gel(10 g) was added and the solvents were evaporated. The residue was purified by columnchromatography on silica gel using methylene chloride as eluent. There were thus obtained inturn :- 2-amino-3,5-dichloro-6-methoxypyrazine (0.253 g); NMR Spectrum: (CDC13) 3.95(s, 3H), 4.83 (m, 2H); Mass Spectrum: M+ET1″ 194; a sample of 3-amino-2-chloro-5-methoxypyrazine that was contaminated with succinimide and 5-amino-2-chloro-3-methoxypyrazine (0.339 g); NMR Spectrum: (CDC13) 3.95 (s, 3H), 4.27 (m, 2H), 7.32(s, 1H); Mass Spectrum: M+H* 160. The fraction containing 3-amino-2-chloro-5-methoxypyrazine was purified further by column chromatography on silica gel eluting with a10:1 mixture of petroleum ether (b.p. 40-60C) and ethyl acetate. There was thus obtainedpurified material (0.94 g); NMR Spectrum: (CDC13) 3.87 (s, 3H), 4.82 (m, 2H), 7.36 (s, 1H);Mass Spectrum: M+H+ 160.

The synthetic route of 6905-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/108711; (2004); 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. 6905-47-1, name is 2-Amino-6-methoxypyrazine, A new synthetic method of this compound is introduced below., Safety of 2-Amino-6-methoxypyrazine

Step 28.1 : (preparation of a compound of formula (Clll)) 1 -(6-Methoxypyrazin-2-yl)-3-[4-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2- yl)phenyl]urea A mixture of 350 mg (1.60 mmol) of 4-(4,4,5,5-tetramethyl-[1 ,3,2]dioxaborolan-2- yl)phenylamine and 1 .35 ml (9.59 mmol) of triethylamine in 10 ml of DCM is added, under nitrogen, to a solution of 474.07 mg (1.60 mmol) of triphosgene in 30 ml of DCM. The mixture is stirred for 30 minutes at room temperature, followed by addition of 1 g (7.99 mmol) of 6-methoxypyrazin-2-amine. The resulting mixture is stirred for 2 hours at room temperature. Water is added and the product is extracted with DCM. The solution is dried over MgS04 and then filtered. The filtrate is evaporated under reduced pressure and the residue is then chromatographed on silica gel, eluting with a DCM/MeOH mixture from (100/0 v/v) up to (96/4 v/v). The solvent is evaporated off under reduced pressure. The residue is taken up in ethyl acetate and washed three times with 1 N hydrochloric acid solution and then with saturated NaCI solution. The resulting solution is dried over MgSCv 167 mg of 1 -(6-methoxypyrazin-2-yl)-3-[4-(4,4,5,5-tetramethyl- [1 ,3,2]dioxaborolan-2-yl)phenyl]urea are obtained. LC/MS (method E): M+H+ = 371 ; Tr = 2.46 min

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; SANOFI; BRAUN, Alain; CRESPIN, Olivier; FORICHER, Yann; MARCINIAK, Gilbert; MUZET, Nicolas; NICOLAI, Eric; PASCAL, Cecile; VIVET, Bertrand; VIVIANI, Fabrice; WO2013/111106; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 6905-47-1, These common heterocyclic compound, 6905-47-1, name is 2-Amino-6-methoxypyrazine, 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.

Example 55 (3S)-2-(2R)-3-Cyclopentyl-2-{[formyl(hydroxy)amino]methyl}propanoyl)-1-methyl-N-[6-(methyloxy)-2-pyrazinyl]-3-pyrazolidinecarboxamide 6-(methyloxy)-2-pyrazinamine (67.4 mg, 0.539 mmol). LC-MS (ES) m/e 435.4 (M+H)+.

Statistics shows that 2-Amino-6-methoxypyrazine is playing an increasingly important role. we look forward to future research findings about 6905-47-1.

Reference:
Patent; Glaxosmithkline LLC; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T.; US2013/345120; (2013); 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. 6905-47-1, name is 2-Amino-6-methoxypyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: 2-Amino-6-methoxypyrazine

The 3-amino-2-chloro-5-methoxypyrazine used as a starting material were prepared asfollows :-N-Chlorosuccinimide (1.7 g) was added portionwise to a solution of 2-amino-6-methoxypyrazine (S K Vohra et al, J. Org. Chem., 1979,44,1128; 1.6 g) in chloroform(26 ml) and the resultant mixture was stirred at ambient temperature for 3 hours. Silica gel(10 g) was added and the solvents were evaporated. The residue was purified by columnchromatography on silica gel using methylene chloride as eluent. There were thus obtained inturn :- 2-amino-3,5-dichloro-6-methoxypyrazine (0.253 g); NMR Spectrum: (CDC13) 3.95(s, 3H), 4.83 (m, 2H); Mass Spectrum: M+ET1″ 194; a sample of 3-amino-2-chloro-5-methoxypyrazine that was contaminated with succinimide and 5-amino-2-chloro-3-methoxypyrazine (0.339 g); NMR Spectrum: (CDC13) 3.95 (s, 3H), 4.27 (m, 2H), 7.32(s, 1H); Mass Spectrum: M+H* 160. The fraction containing 3-amino-2-chloro-5-methoxypyrazine was purified further by column chromatography on silica gel eluting with a10:1 mixture of petroleum ether (b.p. 40-60C) and ethyl acetate. There was thus obtainedpurified material (0.94 g); NMR Spectrum: (CDC13) 3.87 (s, 3H), 4.82 (m, 2H), 7.36 (s, 1H);Mass Spectrum: M+H+ 160.

The synthetic route of 6905-47-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/108711; (2004); 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. 6905-47-1, name is 2-Amino-6-methoxypyrazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H7N3O

A procedure similar to Example 59 (Method B), Parts A and B was used, except that 6-(methyloxy)-2-pyrazinamine (52.4 mg, 0.419 mmol) was used instead of 4-pyrimidinamine to add to the reaction mixture in Part A, to provide the Title compound. MS (ES+) m/z 420.9 (MH+). 1H NMR (400 MHz, METHANOL-d4) delta ppm 1.07-1.24 (m, 2H) 1.34-1.45 (m, 1H) 1.47-1.68 (m, 4H) 1.70-1.97 (m, 4H) 2.14-2.29 (m, 1H) 2.46-2.61 (m, 1H) 2.84-2.99 (m, 1H) 3.19-3.29 (m, 1H) 3.50 (dd, J=14.02, 4.42 Hz, 1H) 3.61-3.81 (m, 1H) 3.86-4.01 (m, 4H) 4.72 (q, J=7.49 Hz, 1H) 7.86 (s, 0.7H) 7.88-7.94 (m, 1H) 8.26 (s, 0.3H) 8.89 (s, 1H)

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 6905-47-1.

Reference:
Patent; Glaxosmithkline LLC; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T.; US2013/345120; (2013); A1;; ; Patent; GlaxoSmithKline Intellectual Property (No. 2) Limited; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T.; US8901119; (2014); B2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 6905-47-1, These common heterocyclic compound, 6905-47-1, name is 2-Amino-6-methoxypyrazine, 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 solution of (9S)-2-(2-methylpyridin-4-yl)-7,8,9,10-tetrahydro-6H-5,9-methanopyrido[2,3-b][1,4]diazocine (0.6 g, 2.253 mmol) in Tetrahydrofuran (THF) (30 mL) stirred under nitrogen at room temperature was added triethylamine (1.884 mL, 13.52 mmol) and triphosgene (0.669 g, 2.253 mmol). Then reaction mixture was stirred at room temperature for 30 minutes. 6-methoxypyrazin-2-amine (0.846 g, 6.76 mmol) was added at rt. Then the reaction mixture was stirred at 65 C. for 16 hr. The reaction mixture was cooled to room temperature and concentrated under reduced pressure and was partitioned between water (20 mL) and EtOAc (50 mL). Organic layer was separated and was dried over anhydrous Na2SO4, filtered and filtrate was evaporated to give crude as brown solid (TLC eluent: 100% EtOAc: Rf-0.3; UV active). The crude was purified by column chromatography using neutral alumina and was eluted with 50% EtOAc in Hexane to afford pure (9S)-N-(6-methoxypyrazin-2-yl)-2-(2-methylpyridin-4-yl)-8,9-dihydro-6H-5,9-methanopyrido[2,3-b][1,4]diazocine-10(7H)-carboxamide (0.220 g, 0.526 mmol, 23.34% yield) as a off-white solid, LCMS (m/z): 418.3 [M+H]+. 1H NMR (400 MHz, CDCl3): delta 13.64 (s, 1H), 9.45-8.78 (m, 1H), 8.60 (dd, J=5.3, 0.8 Hz, 1H), 7.96 (d, J=0.5 Hz, 1H), 7.80 (ddd, J=5.3, 1.7, 0.7 Hz, 1H), 7.62 (dt, J=1.8, 0.7 Hz, 1H), 7.59 (s, 1H, 7.57 (s, 1H), 7.46 (d, J=8.0 Hz, 1H), 5.04 (t, J=2.6 Hz, 1H), 3.84 (s, 3H), 3.57-3.26 (m, 3H), 3.15-2.91 (m, 1H), 2.64 (s, 3H), 2.28 (d, J=14.3 Hz, 1H), 2.12-1.85 (m, 1H), 1.43 (s, 2H)

Statistics shows that 2-Amino-6-methoxypyrazine is playing an increasingly important role. we look forward to future research findings about 6905-47-1.

Reference:
Patent; BLUM, Charles A.; Caldwell, Richard Dana; Casaubon, Rebecca; Disch, Jeremy S.; Fox, Ryan Michael; Koppetsch, Karsten; Miller, William Henry; NG, Pui Yee; Oalmann, Christopher; Perni, Robert B.; Szczepankiewicz, Bruce G.; White, Brian; US2015/152108; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem