Category: 95-58-9

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. 95-58-9, name is 2-Chloro-3-methylpyrazine, A new synthetic method of this compound is introduced below., category: Pyrazines

In an autoclave, 2-chloro-3-methyl-pyrazine (1) (10.0 g, 77.8 mmol) was dissolved in dry methanol (30 mL) . Ammonia gas (60 g) was added. The mixture was heated to 15O0C for 8 hours, (start pressure: 10 bar, end pressure: 90 bar) . After cooling to rt, the mixture was evaporated to a brown solid, which was dissolved in IN hydrochloric acid (100 mL) and washed with dichloro- methane . The aqueous layer was slowly poured on cold saturated aqueous ammonia (150 mL) , then extracted with dichloromethane (3 x 100 mL) . The combined organic layers were dried (Na2SO4) and evaporated. The product was extracted from the residual solid with hot acetone (200 mL) . Evaporation yielded 36 % of 3-methyl-pyrazin-2- ylamine (2) as a yellow solid.

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; ESBATECH AG; WO2006/131003; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 95-58-9, The chemical industry reduces the impact on the environment during synthesis 95-58-9, name is 2-Chloro-3-methylpyrazine, I believe this compound will play a more active role in future production and life.

EXAMPLE 3; 7-r (3R)-3-Amino-4-(2s45-trifluorophenyl) butanoyll-8-methyl-3-(trifluoromethyl) 5, 6, 7, 8-tetrahydro-1, 2, 4-triazolof4, 3-alpyrazine, trifluoroacetate salt; Step A. 2-Hydrazino-3-methylpyrazine; To 15 mL of hydrazine hydrate at ambient temperature was added dropwise 5 g (42.9 mmol) of 2-chloro-3-methylpyrazine. The resultant mixture was heated to 120 C for 45 min then cooled in a refrigerator for 48 h. The yellow precipitate was collected by vacuum filtration and dried under vacuum to give 1.6 g (30%) of the title compound which was used without further purification. 1H NMR (400 MHz, CD30D) 8 7.94 (d, 1H, J=3.0 Hz), 7.63 (d, 1H, J=3.0 Hz), 2.32 (s, 3H).

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, 2-Chloro-3-methylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2003/82817; (2003); A2;,
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 95-58-9 as follows. Computed Properties of C5H5ClN2

Example 1.1: 3-Methyl-pyrazin-2-ylamine (2) A mixture of 2-chloro-3-methylpyrazine (50 g; 389 mmol; 3B Pharmachem, Wuhan, China) and 300 g of gaseous NH3 dissolved in 200 ml of methanol are heated under stirring in an autoclave at 1600C for 8 hours. The reaction mixture is cooled, filtered, and the solvent is evaporated. The residue is stirred in cold acetone and treated for 10 minutes in an ultrasonic bath. After filtration, the solvent is evaporated to yield the title compound, which is used in the next step without further purification. HPLC: Rt = 0.36 min.Instrument : HP Series 1100 (G.08. CHR. S003) Solvent : acetonitrile – water (0.1% TFA) Gradient : 10% acetonitrile to 99% within 4 min lmin at 99%Flow: 2.0 ml / minDetection : 220/254 nm Column: Supelco Discovery C18, 50×4.6 mm, 5mum

According to the analysis of related databases, 95-58-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ONCALIS AG; CAPRARO, Hans-Georg; WO2010/83617; (2010); 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. 95-58-9, name is 2-Chloro-3-methylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. 95-58-9

The mixture of 5 g of 2-chloro-3-methylpyrazine, 7.44 mL of benzophenoneimine, 2 g of tris(dibenzylideneacetone)(chloroform)dipalladium (0), 2.48 g of 2,2′-bis(diphenylphosphino)-1,1′-binaphthyl, 5.25 g of sodium t-butoxide, and 150 mL of toluene, was heated overnight under reflux. The reaction mixture was cooled back to room temperature, then diluted with ethyl acetated, and washed with water and with saturated brine in the subsequent order. The organic layer was dried over anhydrous magnesium sulfate. After the insolubles were filtered and the filtrate was concentrated under reduced pressure, 50 mL of 4N hydrogen chloride-1,4-dioxane solution was added to the residue, and the mixture was allowed to stand still for 1 hour. The solution was concentrated under reduced pressure, and the obtained residue was purified by silica gel column chromatography. After the solvent is distilled off, the residue was dissolved in a small amount of chloroform, and hexane was added thereto. The solid thus produced was taken, and dried under reduced pressure to obtain 2.5 g of 3-methyl-2-pyrazineamine [53-1] as an orange solid.

The synthetic route of 95-58-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANYU PHARMACEUTICAL CO., LTD.; EP1790650; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding some certain compound to certain chemical reactions, such as: 95-58-9, name is 2-Chloro-3-methylpyrazine, 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 95-58-9. 95-58-9

Compound 1 (500 g, 1.92 mol) and aqueous ammonia (5.5 L) were placed in a 10 L autoclave and reacted at 160 C for 24 hours. TLC or LCMS showed the reaction was completed.The reaction was cooled and filtered to give a white solid, the remaining reaction solution was extracted with ethyl acetate (1.5 L x 5), the extracts were combined, dried over anhydrous sodium sulfate,The resulting white solid was concentrated under reduced pressure and combined with the filtered solid which was dried in vacuo to give crude compound 2 (420 g).

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 2-Chloro-3-methylpyrazine.

Reference:
Patent; Shanghai He Quan Pharmaceutical Co., Ltd.; Shanghai He Quan Pharmaceutical Research And Development Co., Ltd.; Changzhou Hequan Pharmaceutical Co., Ltd.; Changzhou Hequan Drug Discovery Co., Ltd.; Wuxi Yaoming Kant, Immanuel Pharmaceutical Co., Ltd.; Wuxi Yaoming Kant, Immanuel Bio-technology Co., Ltd.; Mao Yanjun; Tang Xiaowu; Guo Zemin; He Mina; Jiang Xinxin; Bao Weize; Wu Dongping; Yuan Chaowei; Li Hong; Yu Lingbo; Ma Rujian; (5 pag.)CN107312007; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem