Tag: M.W=0-100

Related Products of 2423-65-6,Some common heterocyclic compound, 2423-65-6, name is Pyrazine 1-oxide, molecular formula is C4H4N2O, 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.

A 20 ml_ microwave vial was charged with pyrazine N-oxide [Fagnou et al, JACS 2005, 127: 18020-1] (0.346 g, 3.60 mmol), potassium carbonate (0.497 g, 3.60 mmol), palladium acetate (0.020g, 0.089 mmol), tri-n-butylphosphonium tetrafluoroborate (0.052 g, 0.179 mmol) and pivalic acid (0.055 g, 0.541 mmol). A solution of 2-(3-amino-3-oxopropyl)- 3′-hydroxybiphenyl-4-yl trifluoromethanesulfonate (0.700 g, 1.798 mmol) in toluene (4 ml_) was added, the vial purged under nitrogen for 10 min, sealed and heated at reflux for 4 h. On cooling, chloroform (10 ml_) was added, the resultant precipitate filtered and washed successively with dichloromethane and ethyl acetate / methanol. The organics were combined, concentrated and purified by flash chromatography (acetone / dichloromethane / methanol) to give the title compound as a colourless solid (0.460 g, 76%). H NMR (400 MHz, DMSO-d6) delta ppm 9.56 (s, 1 H), 8.81 (s, 1 H), 8.52 – 8.49 (m, 1 H), 8.45 (d, J = 4.1 Hz, 1 H), 7.78 – 7.73 (m, 2 H), 7.30 – 7.26 (m, 1 H), 7.25 (d, J = 8.0 Hz, 1 H), 7.22 (br. s., 1 H), 6.80 (ddd, J = 0.8, 2.3, 8.2 Hz, 1 H), 6.78 – 6.75 (m, 1 H), 6.75 – 6.70 (m, 2 H), 2.82 (dd, J = 6.9, 9.1 Hz, 2 H), 2.31 – 2.24 (m, 2 H). LCMS [M+H]+ = 336.2.

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

Reference:
Patent; VECTUS BIOSYSTEMS LIMITED; DUGGAN, Karen Annette; (120 pag.)WO2018/18091; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 109-08-0, 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. 109-08-0, name is 2-Methylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

In the glove box,Mn(CO)5Br (0.005mmol), [(E)-2-(2-(1-(2-pyridine)ethylidene))Pyridine] (0.006 mmol), added to 1.0 mL of toluene,After stirring for two hours, 2-methylpyrazine 1a (2 mmol) was added.Benzyl alcohol 2d (1mmol), after reacting at 135 ¡ã C for 48 hours, the reaction was stopped, and the solvent was evaporated to dryness.Column chromatography ethyl acetate / petroleum ether (1:10),Trans-disubstituted olefin derivative 3d. The product was a white solid with a yield of 68percent.

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

Reference:
Patent; Qingdao University of Science and Technology; Zhang Chunyan; (19 pag.)CN108250153; (2018); A;,
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. 2423-65-6, name is Pyrazine 1-oxide, A new synthetic method of this compound is introduced below., Recommanded Product: 2423-65-6

Conditions: The N-oxide (2 equiv.), aryl halide, Pd(OAc)2 (5 mol %), Pt-Bu3-HBF4 (15 mol %), K2CO3 (2 equiv.) and the additive (if indicated, 2 equiv.) were added to a round bottom flask followed by the addition of dioxane and heating to 110 C.; Initial reaction screens with N-oxides 60, 70 and 80 under previously described conditions lead to disappointing results, probably due to the fact that the N-oxides were only sparingly soluble in toluene. The reaction conditions were reinvestigated. These efforts lead to the discovery that dioxane provides superior conversions with N-oxides 60 and 80 giving the cross coupled products 81 and 82 in 75% and 72% yields respectively (Table 3, entries 1 and 2). These two substrates actually exhibit superior reactivity compared to pyridine N-oxide as demonstrated by a competition experiment between 80 and pyridine N-oxide which results in exclusive arylation of 60 (Table 3, entry 4). In contrast to the excellent results obtained with 60 and 80, pyrimidine N-oxide 70 reacts in low yield (Table 3, entry 3).

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; University of Ottawa; US2008/132698; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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. name: 2-Methylpyrazine

General procedure: An oven-dried flask was purged with argon while hot, then allowed to cool down to room temperature under argon and charged with dry THF (2 mL/mmol of starting indole 3/6) and diisopropylamine (4.0 equiv). The solution was cooled to -78 ¡ãC in a dry ice/isopropanol bath and n-butyl lithium, 1.6 M solution in hexanes (4.0 equiv), was added to give a bright yellow solution. The mixture was stirred for 30 min below -60 ¡ãC whereupon a solution of picoline or another appropriate reagent with an ionizable methyl(ene) group (4.0 equiv) in THF (2 mL/mmol of starting indole 3 or 6) was added to give a yellow to red colored mixture. During a further 30 min, the bath temperature was allowed to rise to approx. 0 ¡ãC during which time the reaction mixture became a yellow to red suspension. The temperature was then kept at 0 ¡ãC (using an ice/water bath) for an additional 30 min. At this point, a solution of the indole-2-carbonyl compound 3/6 (1.0 equiv) in THF (4 mL/mmol) was added dropwise over the flask wall. The reaction mixture darkened (dark purple to dark brown color in most cases) and was then allowed to attain room temperature overnight. At 18 h (unless otherwise stated) after the addition of the indole component, the reaction was quenched with saturated aqueous ammonium chloride solution (10 mL/mmol of starting compound 3/6) and stirred for several minutes. Upon partition between ethyl acetate and water, the aqueous phase was extracted twice with dichloromethane and the combined organic layers were dried over MgSO4. The title products were purified by chromatography (the products typically eluted with 70-80percent of ethyl acetate). The products were then precipitated by concentration of the pooled column fractions combined with the addition of cyclohexane. The precipitates formed were filtered off, washed twice with cyclohexane and dried at 40 ¡ãC in vacuo to yield analytically pure samples. The following compounds were prepared in this way:

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 109-08-0, its application will become more common.

Reference:
Article; Dolusic, Eduard; Larrieu, Pierre; Blanc, Sebastien; Sapunaric, Frederic; Norberg, Bernadette; Moineaux, Laurence; Colette, Delphine; Stroobant, Vincent; Pilotte, Luc; Colau, Didier; Ferain, Thierry; Fraser, Graeme; Galeni, Moreno; Frre, Jean-Marie; Masereel, Bernard; Van Den Eynde, Benoit; Wouters, Johan; Frederick, Raphael; Bioorganic and Medicinal Chemistry; vol. 19; 4; (2011); p. 1550 – 1561;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5049-61-6,Some common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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.

[0383] A solution of 2-aminopyrazine (23.86 g, 0.2509 mol) in methylene chloride (420 mL) was cooled to 0 C. and then treated with N-chlorosuccinimide (33.50 g, 0.2509 mol). The reaction mixture was stirred at 0 C. for 24 h. The resulting dark reaction mixture was diluted with water (500 mL) and then concentrated in vacuo to remove methylene chloride. The aqueous layer was continuously extracted with ethyl acetate until product was absence from the aqueous layer as determined by thin layer chromatography. The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60, 70-230 mesh, 25% ethyl acetate/hexanes) afforded 2-amino-5-chloropyrazine (2.66 g, 8.2%) as a yellow solid: mp 126-128 C.; EI-HRMS m/e calcd for C4H4ClN3 (M+) 129.0094, found 129.0090. [0384] A solution of 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-3-(4-oxo-cyclohexyl)-propionic acid (prepared as in Example 60, 200 mg, 0.56 mmol) and triphenylphosphine (192 mg, 0.73 mmol) in methylene chloride (4.0 mL) cooled to 0 C. was treated with N-bromosuccinimide (128 mg, 0.73 mmol) in small portions. After the complete addition of N-bromosuccinimide, the reaction mixture was allowed to warm to 25 C. over 30 min. The bright orange reaction mixture was then treated with 2-amino-5-chloropyrazine (145 mg, 1.12 mmol) and 2,6-lutidine (0.28 mL, 2.24 mmol). The resulting reaction mixture was stirred at 25 C. for 4 h. The reaction mixture was then diluted with methylene chloride (25 mL) and was successively washed with a 10% aqueous hydrochloric acid solution (1¡Á20 mL), a saturated aqueous sodium bicarbonate solution (1¡Á20 mL) and water (1¡Á20 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 40S, Silica, 13/7 hexanes/ethyl acetate to 2/3 hexanes/ethyl acetate) afforded 2(R)-(3-chloro-4-methanesulfonyl-phenyl)-N-(5-chloro-pyrazin-2-yl)-3-(4-oxo-cyclohexyl)-propionamide (137 mg, 52%) as a light yellow foam: [alpha]23589=-27.35 (c=0.49, chloroform); EI-HRMS m/e calcd for C20H21Cl2N3O4S (M+H)+ 470.0703, found 470.0705.

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

Reference:
Patent; Corbett, Wendy Lea; Grimsby, Joseph Samuel; Haynes, Nancy-Ellen; Kester, Robert Francis; Mahaney, Paige Erin; Racha, Jagdish Kumar; Sarabu, Ramakanth; Wang, Ka; US2003/225283; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 5049-61-6, A common heterocyclic compound, 5049-61-6, name is Pyrazin-2-amine, molecular formula is C4H5N3, 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 avoid over chlorination, milder conditions were examined. No reaction was observed at RT, but a complete transformation into the dichloro derivative was observed at 50C.

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; THE GOVERNMENT OF THE UNITED STATES, as represented by the secretary of HEALTH AND HUMAN SERVICES; WO2007/124345; (2007); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

109-08-0,Some common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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 5 N-((3RS)-1-tert-Butylcarbonylmethyl-2,3-dihydro-2-oxo-5-(2-pyrazinyl)-1H-1,4-benzodiazepin-3-yl)-N’-(3-methylphenyl)urea (Compound 17) STR16 5A Phenacyl pyrazine Phenacyl pyrazine was prepared from methyl pyrazine and methyl benzoate as described by Behun and Levine (J Am Chem Soc 1959, 81, 5157) in 68% isolated yield (chromatography on silica-eluant 60% EtOAc in hexanes).

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

Reference:
Patent; Ferring-Research Limited; Yamanouchi Pharmaceutical Co. Ltd.; US5728829; (1998); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 6270-63-9, name is Pyrazin-2(1H)-one, 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. 6270-63-9

General procedure: The appropriate nucleophile (1 equiv.), the epoxide (1-3 equiv.) and a base (1-5 equiv.) were suspended in a solvent and the reaction mixture was heated under the stated conditions. (0735) The reaction was allowed to cool to rt, saturated NH4CI(aq) or water was added and the resulting mixture was extracted using DCM or EtOAc (x 3). The combined organic extracts were dried (phase separator or MgS04), concentrated under reduced pressure and the remaining residue was purified by flash chromatography to give the product.

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 6270-63-9.

Reference:
Patent; ALMAC DISCOVERY LIMITED; ROUNTREE, James Samuel Shane; WHITEHEAD, Steven Kristopher; TREDER, Adam Piotr; PROCTOR, Lauren Emma; SHEPHERD, Steven David; BURKAMP, Frank; COSTA, Joana Rita Castro; O’DOWD, Colin; HARRISON, Timonthy; (333 pag.)WO2019/150119; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 5049-61-6, name is Pyrazin-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. 5049-61-6

Ethyl bromopyruvate (2.153 g, 11.04 mmol) was added to a solution of 3-aminopyrazine (1 g, 10.51 mmol) in DME (10 mL) and the mixture was stirred continuously at 20-35 C. for 2 h. The reaction mixture was filtered and the solid which precipitated out was dried well, dissolved in EtOH (10 mL) and stirred under reflux for 2 h. This reaction mixture was then concentrated under reduced pressure to obtain a crude residue. The residue was diluted with aqueous sodium bicarbonate solution, and extracted with chloroform. The organic layer separated was washed with water and then with brine solution; dried over anhydrous sodium sulphate and concentrated under reduced pressure to afford the crude product. The crude product was further purified by column chromatography (using Silica gel 60-120 mesh and 60% EtOAc in Hexane as eluent) to afford 450 mg of the title compound the as a yellow solid.

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 5049-61-6.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; Sasmal, Pradip Kumar; Ahmed, Shahadat; Prabhu, Ganesh; Tehim, Ashok; Paradkar, Vidyadhar; Dattatreya, Marahanakuli Prasanna; Mavinahalli, Nanjegowda Jagadeesh; US2015/5280; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 5049-61-6 name is Pyrazin-2-amine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 5049-61-6

Preparation c-119 5-Bromo-pyrazin-2-ylamine To a solution of pyrazin-2-ylamine (2.0 g, 21.03 mmol) in dry dichloromethane (120 mL) at 0 C., was added N-bromosuccinimide (3.74 g, 21.03 mmol) slowly to maintain the internal temperature below 0 C. The mixture was stirred at the same temperature for 24 hours, and then washed with saturated aqueous sodium bicarbonate (30 mL) and water (30 mL). The combined aqueous extracts were extracted with dichloromethane (3*100 mL). The combined organic extracts were. dried (anhydrous magnesium sulfate), filtered, and concentrated in vacuo to afford the crude product. The residue was purified by flash column chromatography (10% to 50% ethyl acetate/hexanes) to yield the title compound (2.57 g, 70%) as a yellow solid. LRMS (m/z): 174 (M)-. 1H NMR (CDCl3, 300 MHz): delta 8.08 (1H, d, J=1,3 Hz), 7.76 (1H, d, J=1,3 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazin-2-amine, and friends who are interested can also refer to it.

Reference:
Patent; Pfizer Inc; US2005/187266; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem