Tag: M.W=100-200

Some common heterocyclic compound, 17231-51-5, name is 3-Amino-6-bromopyrazine-2-carbonitrile, molecular formula is C5H3BrN4, 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. Recommanded Product: 17231-51-5

Step 2. 6-bromo-3-chloropyrazine-2-carbonitrileTo a solution of 3-amino-6-bromopyrazine-2-carbonitrile (587 mg, 2.95 mmol) in acetonitrile (29.4 mL) was added copper(II) chloride (470 mg, 3.5 mmol). The reaction was heated to 60 C. for 10 min, then t-butyl nitrite (510 muL, 4.3 mmol) was added drop-wise. The reaction was held at 60 C. for 16 h at which point LCMS indicated complete reaction. The reaction was cooled to ambient temperature and partitioned between 1N HCl and EtOAc and the phases were separated. The organic phase was washed 2¡Á with water followed by brine, then dried over MgSO4 and concentrated in vacuo to provide the crude product which crystallized upon standing The product was purified (120 g prepacked SiO2 cartridge, 85 mL/min, gradient from 0-20% EtOAc/hexanes over 12 min) to recover the desired product, 442 mg. 1H NMR (300 MHz, CDCl3): delta 8.68 (s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 17231-51-5, its application will become more common.

Reference:
Patent; Rodgers, James D.; Shepard, Stacey; Arvanitis, Argyrios G.; Wang, Haisheng; Storace, Louis; Folmer, Beverly; Shao, Lixin; Zhu, Wenyu; Glenn, Joseph; US2010/298334; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 123-32-0, These common heterocyclic compound, 123-32-0, name is 2,5-Dimethylpyrazine, 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 of 3,6-dimethyl-2- (4-trifluoromethyl) benzoyl pyrazine, comprising the steps of:(1) 2,5-dimethyl pyrazine take 0.2mmol, 3- trifluoromethylbenzoyl acid 0.4mmol, silver phosphate 0.02mmol, potassium persulfate 0.4mmol, 1.4mL was added dichloromethane, 0.6mL after the mixture was prepared with distilled water, and the mixture was placed in a reaction tube of 5mL was heated in an oil bath at 40 , the reaction 24h, cooled to room temperature to obtain a reaction solution;(2) The step (1) the resulting reaction mixture was directly concentrated to give a concentrate, the concentrate with ethyl acetate / petroleum ether = 1/2 (v / v) as the developing solvent, separation by thin layer chromatography to give 45mg target The product, in 43% yield.

The synthetic route of 123-32-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Henan Agricultural University; Wu Zhiyong; Zhao Mingqin; Li Yuan; (10 pag.)CN108101856; (2018); A;,
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. 56423-63-3, name is 2-Bromopyrazine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 2-Bromopyrazine

Example 269(S)-3-(4-chlorophenyl)-4-(3-(pyrazin-2-yloxy)phenyl)oxazolidin-2-one [00252] Reference: Org Lett 2003, 5(21), 3799. A small reaction tube fitted with a screw cap containing a septum is charged with (S)-3-(4-chlorophenyl)-4-(3-hydroxyphenyl)- oxazolidin-2-one (0.06 mmol), 2-bromopyrazine (0.076 mmol), CuI (0.04 mmol), NN- dimethylglycine (0.04 mmol), Cs2CO3 (0.13 mmol) and 1,4-dioxane (1 mL) is stirred at 1200C for 18h. The reaction mixture is then cooled to room temperature and filtered through a Whatman 0.42 muM filter and purified by preparative HPLC (C-18, 10-90 % ACnu/water (0.05 % TFA)). 1H nuMR (CDCl3, 400 MHz) delta 8.41 (d, J = 1.2 Hz, IH), 8.29 (d, J = 2.8 Hz, IH), 8.04 (dd, J = 2.8, 1.2 Hz, IH), 7.43 (t, J = 8.0 Hz, IH), 7.34 (d, J = 8.8 Hz, 2H), 7.24 (d, J = 8.2 Hz, 2H), 7.12-7.19 (m, 2H), 7.10 (s, IH), 5.37 (dd, 7 = 8.8, 6.0 Hz, IH), 4.80 (t, J = 8.8 Hz, IH), 4.26 (dd, 7 = 8.8, 6.0 Hz, IH); HPLC-MS calculated for Ci9Hi4ClN3O3 (M+H+) 368.1, found 368.1.

According to the analysis of related databases, 56423-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; IRM LLC; WO2008/76754; (2008); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 4774-14-5, The chemical industry reduces the impact on the environment during synthesis 4774-14-5, name is 2,6-Dichloropyrazine, I believe this compound will play a more active role in future production and life.

Synthesized according to the general procedure given in Walker II, J. A.; Liu, W.; Wise, D. S. Drach, J. C.; Townsend, L. B. et. al. J. Med. Chem. 1998, 41, 1236-1241. The mono anion of 2,6-dichloro-pyrazine was generated as described and quenched with 500 mol % MeI to provide a 65% isolated yield of the title compound.

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, 2,6-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Termin, Andreas; Grootenhuis, Peter D.J.; Wilson, Dean M.; Molteni, Valentina; Mao, Long; Castellino, Angelo; Yang, Zhicai; Pechulis, Anthony; Suto, Mark; US2003/229091; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 41110-34-3, These common heterocyclic compound, 41110-34-3, name is Ethyl 5-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.

The reaction was carried out, under nitrogen, in a 500 mL¡Á4 neck flask equipped with a mechanical stirrer, water condenser (with gas inlet), and a thermocouple. The reactor was charged with sodium tungstate dihydrate (1.35 g) and water (30 g). The mixture was stirred to dissolve the solid (10 minutes). Aqueous sulfuric acid (50%) was added bringing the pH down to about 3.5. Aqueous 35% hydrogen peroxide (22.36 g) was added and the solution was stirred for 15 minutes. 5-Methylpyrazinecarboxylic acid ethyl ester (27.27 g) was then added. The reaction mixture was warmed to 70 C. and then stirred for a total of 12 hours after which the reaction was checked by GC or GC/MS and was found to be complete. The resulting solution was concentrated under reduced pressure to yield a light yellow solid. The reaction mixture was cooled in an ice-bath for 3 hours. The product was collected by filtration and washed with ice water (25 g). Drying the solid at 60 C. under house vacuum yielded 20.57 g (69%) of the ester N-oxide.

The synthetic route of 41110-34-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ISP INVESTMENTS INC.; US2005/261312; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

14508-49-7, name is 2-Chloropyrazine, 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. Product Details of 14508-49-7

[Referential Example 2] 2-Hydrazinopyrazine [Show Image] Hydrazine monohydrate (21.80 g) was added to 2-chloropyrazine (10.44 g) in ethanol (65 mL) at room temperature, and the resultant mixture was refluxed for 17 hours, followed by cooling in air. The reaction solvent was evaporated under reduced pressure, and then benzene was added to the residue. The resultant mixture was subjected to decantation, to thereby remove an insoluble matter. The benzene was evaporated under reduced pressure. Hexane was added to the resultant solid, and the mixture was subjected to filtration, to thereby give the title compound (4.67 g, 47%). 1H-NMR(400MHz,CDCl3)delta:7.89(1H,d,J=2.7Hz), 7.99-8.05(1H,m), 8.20(1H,d,J=1.5Hz). ESI-MS m/z:111(M+H)+.

The synthetic route of 14508-49-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1762568; (2007); 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. 63286-28-2, name is 2-Chloro-3-hydrazinylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. Product Details of 63286-28-2

(2) To a 100 mL eggplant flask were added 2-chloro-3-hydrazinylpyrazine (370 mg), diisopropylethylamine (1.3 mL), acetonitrile (15 mL), and the above 5-azaspiro[2.5]octane-5-carbonyl chloride (435 mg) under argon gas flow, and the resulting mixture was stirred at 80 C. for 100 minutes. After the reaction was completed, the mixture was concentrated under reduced pressure, the resulting residues were subjected to silica gel chromatography using YAMAZEN medium pressure preparative (Silica L (40 g)), the fractions comprising the target compound (Rf value=0.4 (hexane:ethyl acetate=1:1)) were collected, and concentrated under reduced pressure to give the title compound (330 mg) (yield 47%) as a slightly yellow foam. MS(CI) m/z: 282/284 [M+H]+

The synthetic route of 63286-28-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; UBE INDUSTRIES, LTD.; NAKAJIMA, Tatsuo; HAYASHI, Norimitsu; ISHIZAWA, Kouhei; TSUZAKI, Yasunori; IWAMURA, Ryo; TSUBOIKE, Kazunari; US2019/185479; (2019); 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. 4858-85-9, name is 2,3-Dichloropyrazine, A new synthetic method of this compound is introduced below., Formula: C4H2Cl2N2

Under a nitrogen atmosphere,To a 25 mL test tube reactor was added substrate 2,3-dichloropyrazine 1 w (0.2 mmol,29.6 mg), KSAc(0.6mmol,68.4mg),DMC(1.0mmol,90mg),Pd(OAc)2(0.01mmol,2.3mg),PPh3 (0.02mmol,5.9mg),tBuOK(0.6mmol,69.2mg),and DMSO(2.0mL)..The reaction was heated to 120 C to carry out the reaction.After the TLC detection reaction was completed,The system was cooled to room temperature.The reaction was quenched with saturated aqueous ammonium chloride,And extracted with ethyl acetate (3 * 10 mL)The product was purified by column chromatography to give 28.2mg(82).of product 2w.

The synthetic route of 4858-85-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; East China Normal University; Jiang Xuefeng; Qiao Zongjun; (32 pag.)CN106866327; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 4774-14-5, The chemical industry reduces the impact on the environment during synthesis 4774-14-5, name is 2,6-Dichloropyrazine, I believe this compound will play a more active role in future production and life.

,6-Dimethoxypyrazine (V): A mixture of 1,6-dichloropirhoerazine U (3.9g; 26 mmol) and freshly prepared sodium methoxide (62 mmol) in anhydrous methanol (50 ml) was refluxed overnight and the solvent was removed under reduced pressure. The residue was diluted to 100 ml with CH2Cl2 and the solution washed with water, brine and dried over anhydrous MgSO4 and filtered off. The filtrate was evaporated under reduced pressure to give pure 1,6-dimethoxypiperazine V (3.6 g; 98%) as a colourless crystals. 1HNMR (CDCl3) 3.94 (s, 6H); 7.76 (s, 2H).

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, 2,6-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIONOMICS LIMITED; WO2008/70908; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 5521-58-4, These common heterocyclic compound, 5521-58-4, name is 5-Methylpyrazin-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.

[00790] To a mixture of 5-methylpyrazin-2-amine (10 g, 92 mmol) in DCM (300 mL) was added BS (16 g, 91.63 mmol) in one portion at 0 C under N2. The mixture was stirred at 30 C for 1 hr. The resulting mixture was poured into saturated aq. Na2S03 (100 mL) and the aqueous phase was extracted with EtOAc. The combined organic layers were washed with brine, dried with Na2S04, filtered and concentrated under reduced pressure. The residue was purified by column chromatography to afford 3-bromo-5-methyl-pyrazin-2-amine (12 g, 69% yield,) as a light yellow solid. MR (400 MHz, CDCh-d) delta ppm 7.82 (s, 1H) 4.79 – 5.03 (m, 2 H) 2.39 (s, 3 H).

Statistics shows that 5-Methylpyrazin-2-amine is playing an increasingly important role. we look forward to future research findings about 5521-58-4.

Reference:
Patent; REVOLUTION MEDICINES, INC.; BLANK, Brian R.; PITZEN, Jennifer; WANG, Gang; WON, Walter S.; TZITZILONIS, Christos; LI, Jie Jack; KOLTUN, Elena S.; AAY, Naing; BUCKL, Andreas; MELLEM, Kevin; SEMKO, Christopher; JOGALEKAR, Ash; KISS, Gert; GILL, Adrian; (298 pag.)WO2018/136265; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem