Tag: M.W=100-200

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. 54126-45-3, name is 3-Chloro-N,N-dimethylpyrazin-2-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 54126-45-3

(2b) 47 g of 2-chloro-3-dimethylamino-pyrazine and 35 g of allyl alcohol are dissolved in 300 ml of hexamethylphosphoric acid triamide. 14.4 g of sodium hydride are introduced into this solution at 0 C. over the course of 30 minutes. The mixture is then stirred for a further hour at 0 C. and for 15 hours at room temperature. The reaction mixture is then poured into 2 liters of ice water. After excess sodium hydride has been decomposed, the mixture is extracted by shaking with ether. The ether extracts are washed with water until neutral, dried over sodium sulphate and evaporated in a waterpump vacuum. The residue is distilled under reduced pressure. 2-Allyloxy-3-dimethylamino-pyrazine, boiling point 110-115 C./10 mm Hg, is thus obtained.

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; Ciba-Geigy Corporation; US4115575; (1978); A;; ; Patent; Ciba-Geigy Corporation; US4410530; (1983); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 77168-85-5, name is Methyl 5-chloro-6-methylpyrazine-2-carboxylate, 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. Safety of Methyl 5-chloro-6-methylpyrazine-2-carboxylate

Example 48 5-CHLORO-6-METHYL-2-PYRAZINECARBOXYLIC ACID A mixture of methyl 5-chloro-6-methyl-2-pyrazine carboxylate (0.16 g, 0.86 mmol), K2 CO3 (0.31 g, 2.18 mmol) and H2 O was stirred for 2 h at room temperature. The reaction was filtered and acidified (20percent HCl), and the resulting solid collected to provide the title compound (0.057 g, 39percent yield); m.p. 116°-117° C.

The synthetic route of Methyl 5-chloro-6-methylpyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Signal Pharmaceuticals, Inc.; US5811428; (1998); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1220330-11-9,Some common heterocyclic compound, 1220330-11-9, name is 5-Ethoxypyrazine-2-carboxylic acid, molecular formula is C7H8N2O3, 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 stirred solution of (4S,5S)-4-[2-(4-amino-phenyl)-ethyl]-2,2,5-trimethyl-oxazolidine-3-carboxylic acid tert-butyl ester (120 mg) and 5-ethoxypyrazine-2-carboxylic acid (72.4 mg) in THF (3 ml) were added N-methylmorpholine (158 mul) and TBTU (230 mg). The reaction mixture was capped and shaken at 50oC. overnight. The crude reaction mixture was concentrated in vacuo and the residue was purified by flash chromatography (silica gel, gradient: 0% to 70% EtOAc in hexane) to afford (4S,5S)-4-(2-{4-[(5-ethoxy-pyrazine-2-carbonyl)-amino]-phenyl}-ethyl)-2,2,5-trimethyl-oxazolidine-3-carboxylic acid tert-butyl ester as a white solid (167 mg, 96%). MS (ISP): 507.3 ([M+Na]+), 502.3 ([M+NH4]+), 485.3 ([M+H]+), 429.3 ([M-C4H8]+).

The synthetic route of 1220330-11-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Galley, Guido; Norcross, Roger; Polara, Alessandra; US2011/112080; (2011); 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. 2882-21-5, name is 2-Methoxy-6-methylpyrazine, A new synthetic method of this compound is introduced below., SDS of cas: 2882-21-5

To a solution of 2-methoxy-6-methylpyrazine (21.3 g, 171.6 mmol) in AcOH (150 mL) was added NaB02-H202-3H20 (31.7 g, 205.9 mmol). The mixture was stirred at 80C for 16 hours. The mixture was cocentrated in vacuo and diluted with 2 M aq. NaOH (300 mL). The mixture was extracted with EtOAc (200 mL chi 4). The organic layer was washed with brine (100 mL), dried over Na2SC>4 and concentrated in vacuo to give 3-methoxy-5-methylpyrazine 1-oxide (14.4 g, 60% yield).

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; H. LUNDBECK A/S; KEHLER, Jan; RASMUSSEN, Lars, Kyhn; LANGGARD, Morten; JESSING, Mikkel; VITAL, Paulo, Jorge, Vieira; JUHL, Karsten; (159 pag.)WO2018/78042; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 89-01-0, The chemical industry reduces the impact on the environment during synthesis 89-01-0, name is Pyrazine-2,3-dicarboxylic acid, I believe this compound will play a more active role in future production and life.

EXAMPLE 1 Preparation of 3-(5-chloropyrid -2-yl) carbamoyl-pyrazine 2 carboxylic acid In a clean, dry 500 ml R. B. flask charged acetic anhydride (162 gms) and pyrazine- 2,3, dicarboxylic acid (50 gms). The reaction mass was heated to 100-120 C. up to completion of reaction. After completion of reaction, the excess acetic anhydride was distilled under vacuum. Charged methylene dichloride (350 ml) to the above reaction mass followed by 2-amino-5- chloropyridine (40 gms) in a lot wise manner at room temperature in 30 min. The reaction mass was stirred at room temperature for 2 hrs; cooled the reaction mixture to 5-10 C. for 1 hr. The reaction mixture was filtered and washed with chilled methylene dichloride to obtain 3-(5-chloropyrid -2-yl) carbamoyl-pyrazine-2-carboxylic acid. Yield=82 gms. EXAMPLE 2; Preparation of 6-(5-chloropyrid-2-yl) 5,7-dioxo-5,6-dihydropyrrolo [3,4-b]-pyrazine; In a clean 500 ml R. B.flask charged pyrazine-2,3-dicaroxylic acid (50 gms) and acetic anhydride (162 gms). The reaction mass was heated to 110-120 C. till the completion of reaction to get pyrazine-2,3-dicarboxylic acid anhydride. After completion of the reaction, excess acetic anhydride distilled out under vacuum and furthermore charged methylene dichloride (315 ml) and 2-amino-5-chloropyridine (40 gms) in a lot wise manner at room temperature in 30 min. Further, reaction mixture was stirred for 2 hours at room temperature. The reaction mass was cooled to 5 to 10 C. for one hour, filtered the product and washed with chilled methylene dichloride. The solid was charged with methylene dichloride (235 ml), triethylamine (40.9 ml) at temp. 0-5 C. followed by ethyl chloroformate (28.1 ml). The reaction mass was stirred at 0-5 C. for 1 hr, added water (200 ml) to the reaction mixture and stirred the mass at room temperature for 1 hr to obtain the solids. The title compound thus separated was isolated by filtration.Yield=65 gms.The HPLC purity of this above product was above 99%.

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, Pyrazine-2,3-dicarboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sawant, Shrikant Dattatraya; Naik, Anil Mahadev; Kavishwar, Girish Arvind; Kavishwar, Smita Girish; US2008/146800; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 33332-30-8, 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. 33332-30-8, name is 2-Chloro-6-methoxypyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A mixture of 2-chloro-6-methoxypyrazine (0.50 g, 3.46 mmol), bis(pinacolato)diboron (0.966 g, 3.80 mmol), tris(dibenzylideneacetone)dipalladium(0) (0.095 g, 0.10 mmol), tricyclohexyl phosphine (0.116 g, 0.42 mmol) and potassium acetate (0.509 g, 5.19 mmol) in 1,2-dimethoxyethane (10 mL) was run for 3 h at 150 C. in a microwave oven under argon atmosphere. The reaction mixture was partitioned between water and diethyl ether and the organic phases were pooled, dried over magnesium sulfate, filtered and concentrated to give 1.15 g (quantative yield) of the crude title compound which was used in the next reaction step without further purification. MS (CI) m/z 237.

The synthetic route of 2-Chloro-6-methoxypyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AstraZeneca AB; Astex Therapeutics Ltd.; US2007/299087; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 43029-20-5,Some common heterocyclic compound, 43029-20-5, name is 3-Amino-6-methylpyrazin-2(1H)-one, 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.

EXAMPLE H1 3-Amino-1,6-dimethylpyrazin-2-one (Compound 7.02) 8.87 g of dimethyl sulfate are added dropwise to a mixture of 8.13 g of 3-amino-6-methylpyrazin-2-one and 72 ml of 1N sodium hydroxide solution at room temperature. After the mixture has been stirred at 20-25 C. for 15 hours, the precipitate is filtered off, the filtrate is concentrated to one quarter of the volume and the concentrate is extracted with ethyl acetate. 1.7 g of 3-amino-1,6-dimethylpyrazin-2-one with a melting point of 217-219 C. are obtained by washing with saturated sodium chloride solution, drying with sodium sulfate and concentrating the organic phase.

The synthetic route of 43029-20-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Ciba-Geigy Corporation; US4940482; (1990); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 850349-42-7, 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. 850349-42-7, name is Methyl imidazo[1,2-a]pyrazine-8-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

PREPARATIVE EXAMPLE 10; Commercially available Imidazo[l,2-a]pyrazine-8-carboxylic acid methyl ester (337 mg) was dissolved in 1,4-dioxane (25 ml) and H2O (58 ml) and treated with 1 M NaOH (2.4 ml). The mixture was stirred at room temperature for 45 Min and the solvents evaporated to afford the crude title compound (MH+ = 164).

The chemical industry reduces the impact on the environment during synthesis Methyl imidazo[1,2-a]pyrazine-8-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ALANTOS PHARMACEUTICALS HOLDING, INC.; WO2008/63669; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5521-61-9, These common heterocyclic compound, 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, 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.

INTERMEDIATE 71 PREPARATION OF (6-METHYLPYRAZIN-2-YL)METHANOL To a solution of 6-methylpyrazine-2-carboxylic acid (8.00 g, 58.0 mmol) in N,N- dimethylformamide (50 mL) were added Cs2CO3 (37.8 g, 116 mmol) and iodomethane (12.3 g, 87.0 mmol). After being stirred overnight at room temperature, the reaction mixture was quenched with water (100 mL) and extracted with EtOAc (5 x 150 mL). The combined organic layers were washed with brine (100 mL), dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was then diluted with water (50 mL). NaBH4 (12.5 g, 330 mmol) was added portionwise at 0 °C. After addition, the resulting mixture was stirred at room temperature for 30 min, cooled to 0 °C, diluted with water (150 mL) and extracted with EtOAc (8 x 100 mL). The combined organic layers were washed with brine (200 mL), dried over Na2SO4, filtered and concentrated under reduced pressure to afford the title compound (2.9 g, crude) as a yellow solid.1H NMR (400 MHz, DMSO-d6) delta 8.50 (s, 1H), 8.42 (s, 1H), 5.55 (t, J = 5.8 Hz, 1H), 4.59 (d, J = 5.5 Hz, 2H), 2.47 (s, 3H).

The synthetic route of 5521-61-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DENALI THERAPEUTICS INC.; BONANOMI, Giorgio; ESTRADA, Anthony A.; FENG, Jianwen A.; FOX, Brian; LESLIE, Colin Philip; LYSSIKATOS, Joseph P.; NAPOLITANO, Carmela; POZZAN, Alfonso; SUDHAKAR, Anantha; SWEENEY, Zachary K.; TONELLI, Federica; DE VICENTE FIDALGO, Javier; (232 pag.)WO2017/96301; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 4121-22-6, 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 4121-22-6 as follows.

A solution of 5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde (75mg, 0.51mmol), Cs2CO3 (3eq, 500mg), and 3-methoxybenzyl bromide (1.2eq, 0.087mL) in DMF (6mL) was stirred at 25C for 15h. The reaction was diluted with EtOAc and washed with peta7 buffer (2x). The organic layer was dried over Na2SO4 and concentrated. The residue was purified via flash chromatography eluding with a gradient of 0 – 100% EtOAc/hexanes. 5-(3- methoxybenzyl)-5H-pyrrolo[2,3-b]pyrazine-7-carbaldehyde was isolated as a yellow solid. 1H NMR (500 MHz, CDCl3): delta 10.25 (s, IH), 8.65 (d, IH), 8.40 (d. IH), 8.12 (s, IH), 7.29 (t, IH), 6.80 (d, IH), 6.83 (m, IH), 5.48 (d, 2H), 3.78 (s, 3H).

According to the analysis of related databases, 4121-22-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK & CO., INC.; WO2009/5672; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem