Tag: M.W=0-100

Electric Literature of 4949-13-7, 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 4949-13-7 as follows.

(6-chloropyridin-2-yl)(3-fluoropyrazin-2-yl)methanone2,2,6,6-tetramethylpiperidine (1.729 g, 2.066 mL, 12.24 mmol) was dissolved in THF (20.00 mL) and cooled to -30 C under nitrogen. BuLi (4.488 mL of 2.5 M, 1 1.22 mmol) was added dropwise and the reaction allowed to warm to 0 C. Stir at this temperature for 10 minutes then cooled to -78 C. A solution of 2-fluoropyrazine (1 g, 10.20 mmol) in THF (4.000 mL) was added slowly and the mixture stirred at -78 C for lh. Methyl 6-chloropyridine-2-carboxylate (1.750 g, 10.20 mmol) in THF (6.000 mL) was added dropwise at between -78 and -70C, stirred at -78C for lh. Reaction quenched with 5% citric acid at -78 C then allow to warm to ambient temperature. Diluted with EtOAc and separated layers. Extracted with EtOAc (xl) then wash combined organics with aHCOs (xl), brine (xl). Dried (MgS04), filtered and concentrated. Crude product purified by ISCO companion (80 g S1O2, 0 to 50% EtO Ac/petrol) to leave title compound as an orange oil (1.12g, 46%). ¾ NMR (DMSO-d6) delta 7.90 (dd, 1H), 8.22 – 8.15 (dd, 2H), 8.67 (dd, 1H), 8.84 (dd, 1H). ES+ 238.13.

According to the analysis of related databases, 4949-13-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; JIMENEZ, Juan-Miguel; SETTIMO, Luca; FRAYSSE, Damien; BRENCHLEY, Guy; DAVIS, John, Christopher; MILLER, Andrew, W.; WO2011/94288; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5049-61-6, 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.

General procedure: In a stainless reactor bomb, the respective aromatic amine (1.0mmol), 4c (0.50 mol%), K2CO3 (5.0 mol%), and MeOH (1.0 mL) were placed. Then, the reactor was sealed with a stainless stopper, and the mixture was stirred for 17 h at 120 C. After removing MeOH under reduced pressure, the products were isolated by silica gel column chromatography.

The synthetic route of 5049-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Toyooka, Genki; Tuji, Akiko; Fujita, Ken-Ichi; Synthesis; vol. 50; 23; (2018); p. 4617 – 4626;,
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. 109-08-0, name is 2-Methylpyrazine, A new synthetic method of this compound is introduced below., Application In Synthesis of 2-Methylpyrazine

General procedure: A 25 mL Schlenk tube equipped with a magneticstirring bar was charged with2,6-lutidine (0.75 mmol, 3equiv.), p-nitro-benzaldehyde(0.25 mmol), dioxane/water(1:1, 1ml) and [Hmim][H2PO4](1equiv.).The tube was sealed and heated at 100 for 24h. Aftercompletion of the reaction, the resulting solution was extracted with ether (3×10 ml). The organic layer was dried with anhydrous Na2SO4,and concentrated under vacuum. The residue was chromatographed on a silica gelcolumn eluted with a mixture of petroleum ether and ethyl acetate (1:1) to givepure products (92percent).

The synthetic route of 109-08-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Zhang, Xue-Yan; Dong, Dao-Qing; Yue, Tao; Hao, Shuang-Hong; Wang, Zu-Li; Tetrahedron Letters; vol. 55; 40; (2014); p. 5462 – 5464;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 4949-13-7, The chemical industry reduces the impact on the environment during synthesis 4949-13-7, name is 2-Fluoropyrazine, I believe this compound will play a more active role in future production and life.

General procedure: To a 5 mL vial containing a stir bar, 3-(2-aminopyrimidin-5-yl)-6-cyclobutyl-2-fluorophenol (80 mg, 0.31 mmol) and 2-chloropyrimidine (41 mg, 0.34 mmol) were added Cs2CO3 (203 mg, 0.62 mmol) and DMSO (0.8 mL). The resultant mixture was stirred at 120 Celsius for approximately 1 hour via microwave irradiation. The reaction mixture was cooled to room temperature before passing the mixture through a syringe filter and subjecting the filtrate to FCC to afford the title compound (81 mg, 78%). The title compound was prepared using conditions similar to those described in Example 160 with DMSO as the solvent, heating for 2 hours at 80 Celsius via microwave radiation and substituting Intermediate B and 2-fluoropyrazine. MS (ESI): mass calcd. for C18H16FN6O, 337.13; m/z found, 337.9 [M+H]+. 1H NMR (400 MHz, CDCl3) delta 8.53 (d, J=1.3 Hz, 1H), 8.49-8.42 (m, 1H), 8.27 (d, J=2.7 Hz, 1H), 8.12-8.03 (m, 2H), 7.85-7.76 (m, 1H), 7.23 (s, 1H), 4.70 (s, 2H), 3.68-3.56 (m, 1H), 2.26-2.08 (m, 4H), 2.03-1.89 (m, 1H), 1.87-1.76 (m, 1H).

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-Fluoropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; Eccles, Wendy; Fitzgerald, Anne E.; Hack, Michael D.; Hawryluk, Natalie A.; Jones, William M.; Keith, John M.; Krawczuk, Paul; Lebsack, Alec D.; Liu, Jing; Mani, Neelakandha S.; McClure, Kelly J.; Meduna, Steven P.; Rosen, Mark D.; US2014/221310; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 109-08-0, A common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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 the glove box, Mn(CO)5Br (0.005mmol), [(E)-2-(2-(1-(2-pyridine)ethylidene)-indenyl)pyridine] (0.006 mmol),After adding 1.0 mL of toluene and stirring for two hours, 2-methylpyrazine 1a (2 mmol) was added.Benzyl alcohol 2e (1 mmol), after reacting at 135 ° 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 3e. The product was a white solid with a yield of 83percent.

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; Qingdao University of Science and Technology; Zhang Chunyan; (19 pag.)CN108250153; (2018); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5049-61-6, 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.

To a solution of 2-aminopyrazine (i) (2 g, 21.02 mmol) in dry DCM (10 ml) was added NBS (3.78 g, 21.23 mmol) portion-wise under cold condition and the resulting mixture was allowed to stir at RT for 6h. 5 ml of water was added and the layers were separated. Aqueous layer was extracted with DCM (10 ml X 2). Combined organic layers were washed with Brine solution (5 ml), dried over anhydrous Na2S04 and concentrated under vacuum. Crude material was purified by column chromatography over silica gel 230-400 mesh by using 18% of ethyl acetate in petroleum ether as an eluent to afford compound (ii) (1.98 g, 54.42%) as white solid.

The synthetic route of 5049-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; UNIVERSITY OF CAPE TOWN; MMV MEDICINES FOR MALARIA VENTURE; YOUNIS, Yassir; CHIBALE, Kelly; WITTY, Michael, John; WATERSON, David; WO2013/121387; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 4949-13-7, A common heterocyclic compound, 4949-13-7, name is 2-Fluoropyrazine, molecular formula is C4H3FN2, 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.

10264] To a 2.5 M solution of n-butyllithium (40 mE, 0.1 mol) in anhydrous THF (250 mE) cooled to -78 C. under N2 protection was added TMP (2,2,6,6-tetramethylpiperidine, 15 g, 0.106 mol) dropwise over a period of 20 minutes. The mixture was warmed to 0 C. by replacing the dry ice/acetone bath with an ice bath and stirred for 1.5 h. The mixture was cooled back to -78C. and a solution of 9a (3 g, 0.03 mol) and tributyltin chloride (10 g, 0.03 mol) in SOmE of dry THF was added over 10 mm. The mixture was stirred at -78 C. for 6 h, then warmed to -40 C. by replacing the dry ice/acetone bath with an dry ice/acetonitrile bath. A solution of 35% HC1, ethanol and THF (1:4:5) was added. The mixture was warmed to room temperature and washed with saturated NaHCO3 solution (100 mE) and extracted with EtOAc (3×100 mE). The combined organic layers were dried over anhydrous Na2504 and concentrated under reduced pressure. The residue was purified by column chromatography (silica, EtOAc:petroleum ether=1:15) to provide 9b (3.4 g, 29% yield) as light yellow oil. ?H-NMR (CDC13, 300 MHz): oe=8.41 (d, 1H), 8.17 (d, 1H), 1.8-0.53 (m, 27H).

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; Helsinn Healthcare SA; Giuliano, Claudio; Garcia Rubio, Silvina; Daina, Antoine; Guainazzi, Angelo; Pietra, Claudio; US2015/252021; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5049-61-6, name is Pyrazin-2-amine, belongs to pyrazines compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Computed Properties of C4H5N3

A mixture of pyrazin-2-amine (2) (1.0 equiv.) and ethyl 3-bromo-2-oxopropanoate (3) (1.5 equiv.) in ethanol (15 mL)was exposed to microwave irradiation at 200 W intermittently at 10 s intervals for 30 min at 150 C. On completion of reaction as indicated by TLC, the reaction mixture was cooled, concentrated and treated with cold water. Reaction mass was concentrated completely under reduced pressure. Obtained crude was purified by column chromatography on 100-200 silica gel by eluting 50 % ethyl acetate in n-hexane, to get off pale brown compound 4, yield: 90 %; m.p. 151-153 C. IR (KBr, numax, cm-1): 3352, 3081, 3009, 2959, 2918, 1748, 1612, 1426, 1426,1353, 1276, 1254, 903, 813; 1H NMR (400 MHz, DMSO-d6):delta 1.28 (t, 3H, CH3), 3.85 (q, 2H, CH2), 4.62 (brs, 1H, NH); LC-MS: m/z 192.06 [M+H] +. Anal. calcd. (%) for C9H9N3O2:C 56.54, H 4.74, N 21.98. Found (%): C 56.65, H 4.76, N22.03.

The synthetic route of 5049-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jyothi, Boggavarapu; Madhavi, Nannapaneni; Asian Journal of Chemistry; vol. 32; 1; (2020); p. 84 – 90;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 2423-65-6, name is Pyrazine 1-oxide, 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 2423-65-6, Formula: C4H4N2O

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).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Pyrazine 1-oxide, and friends who are interested can also refer to it.

Reference:
Patent; University of Ottawa; US2008/132698; (2008); 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. 5049-61-6, name is Pyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Pyrazin-2-amine

The mixture of aminopyrazine (3.0 g, 0.03316 mol) and 2-bromoethylpyruvate (4.77 mL, 0.0379 mol) in anhydrous ethanol (150 mL) was heated under continuous nitrogen flow at reflux for 6 hours. The reaction mixture was treated with charcoal (10 g), filtered through a CeliteNo. pad and concentrated under reduced pressure down to 25 mL. The solution was added dropwise to the saturated solution of sodium bicarbonate in water (300 mL) and the aqueous layer was extracted with DCM (3×200 mL). The combined organic extracts were dried with magnesium sulfate and concentrated. The residue was suspended in ether (40 mL) and the precipitate was collected by filtration and dried to yield imidazo[1,2-a]pyrazine-2- carboxylic acid ethyl ester (1.4 g, 0.0073 mol) as an off-white solid. m/z: (M + H)+ 192.

According to the analysis of related databases, 5049-61-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; WO2005/110410; (2005); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem