Category: 6905-47-1

Synthetic Route of 6905-47-1, A common heterocyclic compound, 6905-47-1, name is 2-Amino-6-methoxypyrazine, molecular formula is C5H7N3O, 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 6-methoxypyrazin-2-amine (0.5 g, 4.0 mmol) in CHCI3 (25 mL) was added NCS (533 mg, 4.0 mmol). The reaction mixture was stirred at 40C for 12 h. The mixture was concentrated to give a residue. The residue was purified by column chromatography (Si02) to give 5-chloro-6-methoxypyrazin-2-amine (95 mg, 14.9% yield) as a yellow solid. NMR (400MHz, CHLOROF ORM-f) delta 7.32 (s, 1H), 4.42 (s, 2H), 3.96 (s, 3H).

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; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (214 pag.)WO2019/94641; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 6905-47-1,Some common heterocyclic compound, 6905-47-1, name is 2-Amino-6-methoxypyrazine, molecular formula is C5H7N3O, 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 mixture of MeOH (6 mL) in DMSO (12 mL) was added slowly NaH (1.2 g of 60% in oil, 30 mmol) and stirred at room temperature for 30 min. 2-amino-6-chloropyrazine (1.29 g, 10 mmol) was added to the mixture portionwise and heated at 80 C for 2 h. The reaction mixture was cooled, water was added and extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The residue was purified bycolumn chromatography to give 2-amino-6-methoxypyrazine (888 mg, 71%) as a slightly yellow solid. 1H NMR (200 MHz, CDCl3) delta 7.60 (s, 1H), 7.55 (s, 1H), 4.44 (br, 2H), 3.90 (s, 3H); 2-amino-6-methoxyprazine (186 mg, 1.45 mmol) was dissolved in MeOH. To the solution was added N-bromo-succinimide (568 mg, 3.19 mmol) and stirred at room temperature for 30 min. The reaction mixture was concentrated via vacuo, ethyl acetate was added and washed with water. The organic layer was dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography to give a product 1e (242 mg, 59%). 1H NMR (200 MHz, CDCl3) delta4.91 (br, 2H), 3.96 (s, 3H);

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-6-methoxypyrazine, its application will become more common.

Reference:
Article; Kwak, Se Hun; Lee, Gee-Hyung; Gong, Young-Dae; Bulletin of the Korean Chemical Society; vol. 33; 12; (2012); p. 4271 – 4274;,
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., category: Pyrazines

-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 (10g) 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+H* 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+BT1″ 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+H4″ 160.

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; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/108703; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 6905-47-1, 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.

To a solution of 6-methoxypyrazin-2-amine (3 g, 24 mmol) in dry DMF (35 mL), N-chlorosuccinimide (3.2 g, 24 mmol) was added. The reaction mixture was stirred at room temperature for 16 h then waspoured into ice and brine (130 mL). The aqueous solution was extracted with ethyl acetate (3 x 120 mL), the organic phase was washed with 5% solution of LiCI, dried over Na2SO4 and evaporated under reduced pressure. The crude was purified by SNAP-340-NH (cyclohexane/ethyl acetate from 95:5 up to 8:2) and by SNAP1 00-Si-OH (eluting with DCM)to afford the title intermediate (1.98 g, 12.5 mmol, 52% yield). LC-MS (M-H) = 160.1

The chemical industry reduces the impact on the environment during synthesis 2-Amino-6-methoxypyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; MAGARO’, Gabriele; GAROFALO, Barbara; FURLOTTI, Guido; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; (182 pag.)WO2017/211759; (2017); 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. Computed Properties of C5H7N3O

Example 23; Synthesis of N-(6-methoxypyrazin-2-yl)-4-(3-{[5-(trifluoromethyl)pyridin-2-yl]oxy}benzylidene)piperidine-1-carboxamide; Step 1; Phenyl 6-methoxypyrazin-2-ylcarbamate; 2-Amino-6-methoxy-pyrazine (1.00 g, 8 mmol) was dissolved in a mix of 1:2 THF:MeCN (30 mL), cooled to 0 C., and treated with pyridine (0.664 g, 8.3 mmol) followed by the dropwise addition of phenylchloroformate (1.3 g, 8.3 mmol) in THF (10 mL). After stirring for 18 h, the resulting white solid was collected by filtration (1.3 g, 68%) and was used without further purification.

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

Reference:
Patent; FAY, Lorraine Kathleen; Johnson, Douglas S.; Kesten, Suzanne Ross; Lazerwith, Scott E.; Morris, Mark Anthony; Stiff, Cory Michael; Meyers, Marvin Jay; Wang, Lijuan Jane; US2008/261941; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 6905-47-1, name is 2-Amino-6-methoxypyrazine, 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 6905-47-1, Computed Properties of C5H7N3O

To a solution of 6-methoxypyrazin-2-amine (3 g, 24 mmol) in dry DMF (35 mL), N-chlorosuccinimide (3.2 g, 24 mmol) was added. The reaction mixture was stirred at room temperature for 16 h then waspoured into ice and brine (130 mL). The aqueous solution was extracted with ethyl acetate (3 x 120 mL), the organic phase was washed with 5% solution of LiCI, dried over Na2SO4 and evaporated under reduced pressure. The crude was purified by SNAP-340-NH (cyclohexane/ethyl acetate from 95:5 up to 8:2) and by SNAP1 00-Si-OH (eluting with DCM)to afford the title intermediate (1.98 g, 12.5 mmol, 52% yield). LC-MS (M-H) = 160.1

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; AZIENDE CHIMICHE RIUNITE ANGELINI FRANCESCO A.C.R.A.F. S.P.A.; OMBRATO, Rosella; MAGARO’, Gabriele; GAROFALO, Barbara; FURLOTTI, Guido; MANGANO, Giorgina; CAPEZZONE DE JOANNON, Alessandra; (182 pag.)WO2017/211759; (2017); 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

(6-Methoxy-pyrazin-2-yl)-thiourea 6-Methoxy-pyrazin-2-ylamine (0.85 g, 6.8 mmol) is dissolved in ethanol (7 ml) and benzoylisothiocyanate (0.91 ml) is added dropwise. The mixture is heated to 80 C. with stirring for 10 minutes then allowed to cool to room temperature. The solvent is removed in vacuo and the resulting solid dissolved in 1M sodium hydroxide (15 ml) and heated under reflux for 1 hour. The resultant suspension is filtered and the solid washed with water and a little cold ethanol. The solid is dried in vacuo to yield the title compound.

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; Press, Neil John; Taylor, Roger John; US2004/53982; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 6905-47-1, A common heterocyclic compound, 6905-47-1, name is 2-Amino-6-methoxypyrazine, molecular formula is C5H7N3O, 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 6-methoxypyrazin-2-amine (0.5 g, 4.0 mmol) in CHCI3 (25 mL) was added NCS (533 mg, 4.0 mmol). The reaction mixture was stirred at 40C for 12 h. The mixture was concentrated to give a residue. The residue was purified by column chromatography (Si02) to give 5-chloro-6-methoxypyrazin-2-amine (95 mg, 14.9% yield) as a yellow solid. NMR (400MHz, CHLOROF ORM-f) delta 7.32 (s, 1H), 4.42 (s, 2H), 3.96 (s, 3H).

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; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (214 pag.)WO2019/94641; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 6905-47-1, name is 2-Amino-6-methoxypyrazine, molecular formula is C5H7N3O, 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. Formula: C5H7N3O

2-Amino-6-methoxy-pyrazine (1.00 g, 8 mmol; CASNo. 6905-47-1 ) was dissolved in a mix of 1 :2 THF:MeCN (30 ml.), cooled to 0 0C, and treated with pyridine (0.664 g, 8.3 mmol) followed by the dropwise addition oi phenylchloroformate (1.3 g, 8.3 mmol) in THF (10 ml_). After stirring for 18 h, the resulting white solid was collected by filtration (1.3 g, 68%) and was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6905-47-1, its application will become more common.

Reference:
Patent; PFIZER INC.; WO2009/127948; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 6905-47-1,Some common heterocyclic compound, 6905-47-1, name is 2-Amino-6-methoxypyrazine, molecular formula is C5H7N3O, 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 mixture of MeOH (6 mL) in DMSO (12 mL) was added slowly NaH (1.2 g of 60% in oil, 30 mmol) and stirred at room temperature for 30 min. 2-amino-6-chloropyrazine (1.29 g, 10 mmol) was added to the mixture portionwise and heated at 80 C for 2 h. The reaction mixture was cooled, water was added and extracted with ethyl acetate. The organic layer was washed with brine, dried over MgSO4, filtered and concentrated. The residue was purified bycolumn chromatography to give 2-amino-6-methoxypyrazine (888 mg, 71%) as a slightly yellow solid. 1H NMR (200 MHz, CDCl3) delta 7.60 (s, 1H), 7.55 (s, 1H), 4.44 (br, 2H), 3.90 (s, 3H); 2-amino-6-methoxyprazine (186 mg, 1.45 mmol) was dissolved in MeOH. To the solution was added N-bromo-succinimide (568 mg, 3.19 mmol) and stirred at room temperature for 30 min. The reaction mixture was concentrated via vacuo, ethyl acetate was added and washed with water. The organic layer was dried over MgSO4, filtered and concentrated. The residue was purified by column chromatography to give a product 1e (242 mg, 59%). 1H NMR (200 MHz, CDCl3) delta4.91 (br, 2H), 3.96 (s, 3H);

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-6-methoxypyrazine, its application will become more common.