Category: 13484-56-5

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. 13484-56-5, name is 3-Chloro-6-methoxypyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. category: Pyrazines

Sodium hexamethyldisilazane (1M solution in THF; 0.76 ml) was added dropwise to amixture of 3-amino-2-chloro-5-methoxypyrazine (0.062 g), 4-chloro-7-(3-chloropropoxy)-3-cyano-6-methoxyquinoline (Bioorg. Med. Chem. Letters. 2000,10,2826; 0.096 g) and DMF(1.5 ml) that had been cooled to 0C. The mixture was stirred at 0C for 5 minutes and atambient temperature for 30 minutes. Acetic acid (0.023 ml) was added and the resultantmixture was evaporated. The residue was partitioned between methylene chloride and a10% aqueous sodium bicarbonate solution. The organic solution was dried over magnesiumsulphate and evaporated. The residue was triturated under diethyl ether and the resultant solidwas isolated. There was thus obtained the title compound as a solid (0.103 g); Mass Spectrum:M+lT434and436.

The synthetic route of 13484-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/108703; (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. 13484-56-5, name is 3-Chloro-6-methoxypyrazin-2-amine, A new synthetic method of this compound is introduced below., Formula: C5H6ClN3O

To a solution of 3.15 g of 3-chloro-6-methoxypyrazin-2-amine in 20 mL of triethylamine, 2.6 mL of ethyl acrylate and 0.50 g of bis(tri-tert-butylphosphine)palladium(0) were added, and the mixture was stirred at an external temperature of 120 to 130C for 2 hours in a sealed tube. Thereto was further added 5 mL of triethylamine, and the mixture was stirred at the same temperature for 4 hours 50 minutes. The reaction mixture was cooled to room temperature and left overnight, then 0.5 mL of ethyl acrylate and 0.25 g of bis(tri-tert-butylphosphine)palladium(0) were added thereto and the mixture was stirred at an external temperature of 115 to 125C for 9 hours 20 minutes in a sealed tube. The reaction mixture was cooled to room temperature, water and ethyl acetate were then added thereto, the organic layer was separated and the aqueous layer was extracted with ethyl acetate. The organic layer and the extract were combined, the resultant solution was washed with a saturated aqueous sodium chloride solution and dried over anhydrous magnesium sulfate, and the solvent was distilled off under reduced pressure. The resultant residue was purified by silica gel column chromatography using an eluent of hexane:ethyl acetate = 4:1 to obtain 2.55 g of ethyl (2E)-3-(3-amino-5-methoxypyrazin-2-yl)acrylate as a yellow solid. 1H-NMR (CDCl3) delta: 1.32 (3H, t, J = 7.1 Hz), 3.91 (3H, s), 4.26 (2H, q, J = 7.1 Hz), 4.72 (2H, s), 6.73 (1H, d, J = 15.1 Hz), 7.61-7.68 (2H, m)

The synthetic route of 13484-56-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TOYAMA CHEMICAL CO., LTD.; Taisho Pharmaceutical Co. Ltd.; EP2022793; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 13484-56-5, These common heterocyclic compound, 13484-56-5, name is 3-Chloro-6-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.

Sodium hexamethyldisilazane (1M solution in THF; 6.7 ml) was added dropwise to amixture of 3-amino-2-chloro-5-methoxypyrazine (0.64 g), 4-chloro-7-(2-chloroethoxy)-3-cyano-6-methoxyquinoline (J. Med. Chem., 2001,44, 3965-3977; 1 g) andDMF (10 ml) thathad been cooled to 0C. The mixture was stirred at 0C for 5 minutes and at ambienttemperature for 30 minutes. Acetic acid (0.38 ml) was added and the resultant mixture wasevaporated. The residue was partitioned between methylene chloride and a 5% aqueoussodium bicarbonate solution. The organic solution was dried over magnesium sulphate andevaporated. The residue was triturated under diethyl ether and the resultant solid was isolated.There was thus obtained the title compound as a solid (0.98 g); Mass Spectrum: M+H1″ 420and 422.

The synthetic route of 13484-56-5 has been constantly updated, and we look forward to future research findings.

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

Synthetic Route of 13484-56-5,Some common heterocyclic compound, 13484-56-5, name is 3-Chloro-6-methoxypyrazin-2-amine, molecular formula is C5H6ClN3O, 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.

Sodium hexamethyldisilazane (1M solution in THF; 0.82 ml) was added dropwise to amixture of 3-amino-2-chloro-5-methoxypyrazine (0.075 g), 7-[2-(4-acetylpiperazin-l-yl)ethoxy]-4-chloro-5-tetrahydropyran-4-yloxyquinazoline (0.17 g) and THF (2.4 ml) thathad been cooled to 0C and the mixture was stirred at 0C for 5 minutes and at ambienttemperature for 30 minutes. Glacial acetic acid (0.053 ml) was added and the reaction mixturewas evaporated. The residue was purified by column chromatography on silica usingincreasingly polar mixtures of methylene chloride and a 7M methanolic ammonia solution aseluent. The material so obtained was triturated under diethyl ether. There was thus obtainedthe title compound as a solid (0.136 g); NMR Spectrum: (CDC13) 2.04 (m, 2H), 2.1 (s, 3H),2.24 (m, 2H), 2.59 (m, 4H), 2.9 (m, 2H), 3.7-3.5 (m, 6H), 4.0 (s, 3H), 4.08 (m, 2H), 4.25(m, 2H), 4.78 (m, 1H), 6.61 (s, 1H), 6.89 (s, 1H), 7.81 (s, 1H), 8.66 (s, 1H), 9.99 (s, 1H);Mass Spectrum: M+H1″ 558 and 560.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Chloro-6-methoxypyrazin-2-amine, its application will become more common.

Reference:
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2004/108711; (2004); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem