Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 1379338-74-5, name is 5,7-Dichloropyrido[3,4-b]pyrazine, 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 1379338-74-5, Quality Control of 5,7-Dichloropyrido[3,4-b]pyrazine

1,1-dimethylethyl (3R)-3-(aminomethyl)-4-methyl-1-piperazinecarboxylate (143 mg, 0.624 mmol) and diisopropylethylamine (0.131 ml, 0.750 mmol) were added to a solution of 5,7-dichloropyrido[3,4-b]pyrazine (100 mg, 0.500 mmol) in dry N-methyl-2-pyrrolidone (NMP) (2 ml). The reaction was heated at 130 C. in the microwave for 30 min. After cooling, the reaction was partitioned between ethyl acetate and water. The aqueous layer was extracted with ethyl acetate (*2). The combined organics were washed with brine, dried using a hydrophobic frit and evaporated to give an orange oil. The residue was loaded in dichloromethane and purified on silica (25 g) using a 0-100% ethyl acetate/cyclohexane gradient. Appropriate fractions were combined and evaporated to give the title compound as yellow oil (162 mg). LCMS (Method A): Rt=1.2 min, MH+=393/395

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, 5,7-Dichloropyrido[3,4-b]pyrazine, other downstream synthetic routes, hurry up and to see.

Synthetic Route of 762240-92-6, These common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, 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.

In a 250 ml flask, 50 ml of dimethylformamide (DMF)(3R) -3 – [(1,1-dimethylethoxycarbonyl) amino] -4- (2,4,5-trifluorophenyl)10.0 g and3- (Trifluoromethyl) -5,6,7,8-tetrahydro- [1,2,4] triazolo [4,3-a] pyrazine hydrochlorideAnd the mixture is stirred for 10 minutes to dissolve.The resulting reaction solution2-chloro-1, 3-dimethylimidazolinium chloride(2-chloro-1,3-dimethylimidazolinium chloride (DMC))5.3gAt 20 to 25 and stirred for 5 hours.To the reaction solution were added 100 ml of water and ethyl acetate (ethyl acetate (EA)) was added and the mixture was stirred for 30 minutes to separate the layers.In the resulting reaction solution, ethyl acetate(ethyl acetate (EA)) layer,This was concentrated under reduced pressure at 40 ,Is dissolved in 100 ml of isopropyl alcohol.0.8 ml of hydrochloric acid was added and the mixture was refluxed for 3 hours.The reaction was cooled to 5-10 [deg.] C,Stir for 3 hours.The precipitated solid is filtered off and washed with 10 ml of isopropyl alcohol.The obtained wetDried at 60 & lt; 0 & gt;Formula 1Indicated by(2R) -4-oxo-4- [3- (trifluoromethyl) -5,6-dihydro [1,2,4] triazolo [4,3- a] pyrazin-7 (8H) ] -1- (2,4,5-trifluorophenyl) butan-2-amine hydrochloride was obtained (yield: 97%).

Statistics shows that 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride is playing an increasingly important role. we look forward to future research findings about 762240-92-6.

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. 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, A new synthetic method of this compound is introduced below., Quality Control of 3,5-Dibromo-1-methylpyrazin-2(1H)-one

A 100-mL three-neck round-bottomed flask equipped with a reflux condenser, magnetic stirrer and nitrogen inlet was charged with 116b (400 mg, 1.66 mmol), 3,5- dibromo-1 -methyl pyrazin-2(lH)-one (443 mg, 1.66 mmol), cesium carbonate (1.19 g, 3.65 mmol), and 1,4-dioxane (20 mL). After bubbling nitrogen through the resulting suspension for 30 min, Xantphos (144 mg, 0.249 mmol) and tris(dibenzylideneacetone)-dipalladium(0) (152 mg, 0.166 mmol) were added, and the reaction mixture was heated at reflux for 4 h. After this time, the mixture was cooled to room temperature and filtered, and the filter cake was washed with methylene chloride (2 x 20 mL). The filtrates were combined and concentrated under reduced pressure, and the resulting residue was purified by column chromatography to afford a 51percent yield (353 mg) of 116c as a yellow solid: mp 172-173 °C; ]H NMR (500 MHz, CDC13) delta 8.17 (s, 1H), 8.06 (s, 1H), 7.65 (s, 1H), 6.70 (s, 1H), 4.28 (t, 2H, / = 5.0 Hz), 3.97 (t, 2H, / = 5.5 Hz), 3.51 (s, 3H), 0.85 (s, 9H), -0.79 (s, 6H); MS (APCI+) m/z 428.3 (M+H).

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.

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. 51171-02-9, name is Methyl 3-Bromo-2-pyrazinecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 51171-02-9

(B) Methyl 2-phenylamino-3-pyrazine carboxylate A mixture of 9.5 g. of methyl 2-bromo-3-pyrazine carboxylate, 8.2 g. of aniline, 0.5 g. of p-toluene sulfonic acid and 100 ml. of water is stirred and refluxed for two hours. The reaction mixture is poured on ice, extracted with ethyl acetate, the organic extracts are dried and concentrated to yield an oil. The crude residue is eluted on a silica gel column with ethylacetate-hexane (1:2) yielding the product of this example as a yellow solid, m.p. 72-75 C.

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 51171-02-9.

Synthetic Route of 313340-08-8, A common heterocyclic compound, 313340-08-8, name is 3,5-Dichloro-6-ethylpyrazine-2-carboxamide, molecular formula is C7H7Cl2N3O, 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.

Preparation Example 256 A mixture of 3,5-dichloro-6-ethylpyrazine-2-carboxamide (600 mg), 3-fluoro-4-(morpholin-4-yl)aniline (500 mg), diisopropylethylamine (880 muL), and N-methylpyrrolidone (2.5 mL) was reacted in a microwave reaction device at 180 C. for 1 hour. After leaving to be cooled, to the reactant was added water, and the precipitated solid was collected by filtration and then washed with ethanol to obtain 5-chloro-6-ethyl-3-{[3-fluoro-4-(morpholin-4-yl)phenyl]amino}pyrazine-2-carboxamide (640 mg) as a yellow solid.

The synthetic route of 313340-08-8 has been constantly updated, and we look forward to future research findings.

Some common heterocyclic compound, 1196152-38-1, name is 2-Bromo-5-(trifluoromethyl)pyrazine, molecular formula is C5H2BrF3N2, 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. Product Details of 1196152-38-1

To a suspension of Example 3B (0.08 g, 0.249 mmol) in N,N-dimethylformamide (0.5 mL, 6.46 mmol) were added N,N-diisopropylethylamine (0.174 mL, 0.996 mmol) and 2-bromo- 5-(trifluoromethyl)-pyrazine (0.068 g, 0.299 mmol). The reaction mixture was stirred overnight at 90 C, and then it was concentrate under reduced pressure at 50 C. The residue was purified by flash column chromatography on silica gel (12 g) eluted with heptane and ethyl acetate (0 to 100%) to give 40 mg of the title compound (37.3% yield) as a white solid. JH NMR (400 MHz, DMSO- ) delta ppm 8.78 (s, 1H), 8.59 (s, 1H), 8.44 (s, 1H), 7.99 (s, 1H), 7.55 (d, J = 8.8 Hz, 1H), 7.27 (d, J = 2.8 Hz, 1H), 6.99 (dd, J = 9.0, 2.9 Hz, 1H), 4.51 (s, 2H), 2.37 (s, 6H); 19F NMR (376 MHz, DMSO- ) delta ppm -64.83, -114.06; MS (ESI+) m/z 447 (M+H)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1196152-38-1, its application will become more common.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; PLIUSHCHEV, Marina, A.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; SWEIS, Ramzi, Farah; DART, Michael, J.; RANDOLPH, John, T.; MURAUSKI, Kathleen; (674 pag.)WO2019/90076; (2019); 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. 87486-34-8, name is 3,5-Dibromo-1-methylpyrazin-2(1H)-one, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H4Br2N2O

A solution of tert-butyl 4-(4-aminobenzoyl)piperazine-1-carboxylate (2d, 1.7 g, 5.7 mmol, 1 equiv.), 3,5-dibromo-1-methylpyrazin-2(1H)-one (2e, 1.8 g, 6.8 mmol, 1.2 equiv.) and N,N-diisopropylethylamine (1.48 mL, 8.5 mmol, 1.5 equiv.) in N,N-dimethylacetamide (5 mL) was stirred in a sealed vial at 105 oC for 30 h. The reaction was cooled to room temperature and EtOAc (20 mL) was then added. The solid precipitate was filtered and dried on high vacuum overnight to provide tert-butyl 4-(4-((6-bromo-4-methyl-3-oxo-3,4- dihydropyrazin-2-yl)amino)benzoyl)piperazine-1-carboxylate 2f. The product was carried onto the next step without further purification.

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 87486-34-8.

Reference:
Patent; DANA-FARBER CANCER INSTITUTE, INC.; GRAY, Nathanael S.; DOBROVOLSKY, Dennis; HUANG, Hai-Tsang; (182 pag.)WO2018/98288; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 221136-66-9, These common heterocyclic compound, 221136-66-9, name is Ethyl 2-(3-bromo-6-methyl-2-oxopyrazin-1(2H)-yl)acetate, 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.

{6-Methyl-2-oxo-3-[2-(pyridin-2-yloxy)-ethylamino]-2H-pyrazin-1yl}-acetic acid ethyl ester. A solution of 70.0 mg (0.254 mmol) of (3-bromo-6-methyl-2-oxo-2H-pyrazin-1-yl)-acetic acid ethyl ester (for preparation see Synth. Comm.; 30; 2000; 3171-3180) and 85.2 mg (0.560 mmol) of 2-(pyridin-2-yloxy)-ethylamine in 5 mL of ethanol is heated over night at 130 C in a sealed tube. After allowing to cool down, the solution is diluted with 10 mL of water and then extracted three times with ethyl acetate. The organic phase is separated, dried with sodium sulfate and the solvent is removed under reduced pressure. The crude mixture is purified using flash chromatography (silica gel, eluent: 50% ethyl acetate in cyclohexane) to afford 22.0 mg (26%) of the title compound. LC/MS (I) rt 2.40, m/z 333 (M+H).

The synthetic route of 221136-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Graffinity Pharmaceuticals Aktiengesellschaft; EP1526131; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 345311-03-7, 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. 345311-03-7, name is tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of tert-butyl 6,8-dihydro-5H-imidazo[1,2-a]pyrazine-7-carboxylate (1.0 g, 4.48 mmol), 8-chloro-7-fluoro-6-iodo-isoquinolin-3-amine (1.5 g, 4.65 mmol), potassium carbonate (1.0 g, 7.25 mmol), palladium acetate (122 mg, 0.37 mmol), tricyclohexyl phosphine (210 mg, 0.75 mmol) and trimethylacetic acid (115 mg, 1.13 mmol) in N,N-dimethylacetamide (20 mL) was stirred for 6 hours at 100 C. The resulting mixture was cooled to room temperature and then filtered. The filtrate was concentrated under vacuum. The residue was purified by reverse phase chromatography (acetonitrile 0-55/0.05% sodium bicarbonate in water) to afford tert-butyl 3-(3-amino-8-chloro-7-fluoro-6-isoquinolyl)-6, 8-dihydro-5H-imidazo[1,2-a]pyrazine-7-carboxylate (500 mg, 1.20 mmol) as a yellow solid. LCMS (ESI) [M+H]+=418.1.

The chemical industry reduces the impact on the environment during synthesis tert-Butyl 5,6-dihydroimidazo[1,2-a]pyrazine-7(8H)-carboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Genentech, Inc.; Chan, Bryan; Drobnick, Joy; Gazzard, Lewis; Heffron, Timothy; Liang, Jun; Malhotra, Sushant; Mendonca, Rohan; Rajapaksa, Naomi; Stivala, Craig; Tellis, John; Wang, Weiru; Wei, BinQing; Zhou, Aihe; Cartwright, Matthew W.; Lainchbury, Michael; Gancia, Emanuela; Seward, Eileen; Madin, Andrew; Favor, David; Fong, Kin Chiu; Hu, Yonghan; Good, Andrew; US2018/282282; (2018); 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. 221136-66-9, name is Ethyl 2-(3-bromo-6-methyl-2-oxopyrazin-1(2H)-yl)acetate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Formula: C9H11BrN2O3

Example 8 r3-(2,2-Difluoro-2-phenyl-ethylamino)-6-methyl-2-oxo-2H-pyrazin-1-vn- acetic acid ethyl ester(3-Bromo-6-methyl-2-oxo-2H-pyrazin-1 -yl)-acetic acid ethyl ester was reacted with 2,2-difluoro-2-phenyl-ethylamine in the presence of a base, at elevated temperature, to yield the title compound as shown in the Scheme above. Table 5 below lists the reagent amounts, base and temperature combinations applied to this reaction, as well as yield.

The synthetic route of 221136-66-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA, N.V.; WO2007/146553; (2007); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem