Tag: M.W=200-300

24241-18-7, Adding some certain compound to certain chemical reactions, such as: 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, 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 24241-18-7.

The suspension of 18b (2.51 g, 10.0 mmol), NaCN (0.59 g,12.0 mmol), CuI (0.95 g, 5.0 mmol) and Pd(PPh3)4 (0.14 g,0.1 mmol) were stirred in DMF (20 mL) at 120 C for 10 h under nitrogen protection. After cooling to room temperature, 10% aqueous solution of Na2S2O3(10 mL) and water(50 mL) were added. The mixture was extracted with ethyl acetate (50 mL ¡Á 3), washed with water (3 ¡Á 50 mL), dried over anhydrous Na2SO4 and concentrated. The residue was purified by chromatography on silica gel eluting with PE/EA (10:1-2:1) to give an off-white solid (1.1 g, yield 55%). 6-Bromo-3-aminopyrazine-2-carbonitrile (19b)Yield: 55%, off-white solid, M.p.: 180-182 C (Lit.183-184 C, Sato et al. 1990a, b). 1H NMR (400 MHz,DMSO-d6): delta 8.45 (s, 1H), 7.62 (s, 2H). 1H NMR (400 MHz,CDCl3):delta 8.30 (s, 1H), 5.28 (s, 2H). 13C NMR (125 MHz,DMSO-d6): delta 156.70, 150.49, 123.64, 115.45, 110.60. EI-MS m/z: 198 (M+, Br79,100), 200 (M+, Br81,98), 171(M+, Br79,-H, -CN, 17), 173 (M+, Br81,-H, -CN, 17),119(M+, -Br, 32), 92 (M+, -Br, -H, -CN, 46).

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 24241-18-7.

Reference:
Article; Guo, Qi; Xu, Mingshuo; Guo, Shuang; Zhu, Fuqiang; Xie, Yuanchao; Shen, Jingshan; Chemical Papers; vol. 73; 5; (2019); p. 1043 – 1051;,
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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 63744-22-9 as follows. 63744-22-9

General procedure: 6,8-dibromoimidazo[1,2-a]pyrazine (6, 1.86 g, 6.72 mmol) was added to asolution of 3a-3c, 5a-5e (5.6 mmol), DIPEA (1.4 mL, 8.4 mmol) inisopropanol (60 mL), stirred at 85 C for 8 h, and then the solvent wasevaporated to dryness. The crude product was purified by columnchromatography to obtain the desired intermediates 7a, 11a-11 g.

According to the analysis of related databases, 63744-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Fan, Yan; Huang, Zhi; Li, Yao; Qin, Zhongxiang; Wang, Cheng; Wang, Tianqi; Wang, Xin; Xiang, Rong; Yang, Shengyong; Bioorganic Chemistry; vol. 95; (2020);,
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63744-22-9, 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. 63744-22-9, name is 6,8-Dibromoimidazo[1,2-a]pyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a stirred suspension of intermediate example 1-1 6,8-dibromo-imidazo[1,2-a]pyrazine (489 g, 1766 mmol) in MeOH (2900 mL) at -20 C. was dropwise added a solution of sodium methan thiolate (225 g, 3214 mmol, 1.8 eq) in 800 mL water. After stirring overnight, the clear solution was poured on 30 L water and the yellowish precipitate was filtered, washed with 3 L water and dried in vaccuo to yield 301 g 6-bromo-8-methylsulfanyl-imidazo[1,2-a]pyrazine (69.8%). 1H-NMR (300 MHz, d6-DMSO): delta=8.64 (1H, s), 8.00 (1H, d), 7.66 (1H, d2.54 (3H, s) ppm.

The synthetic route of 63744-22-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Koppitz, Marcus; Klar, Ulrich; Jautelat, Rolf; Kosemund, Dirk; Bohlmann, Rolf; Bader, Benjamin; Lienau, Philip; Siemeister, Gerhard; US2013/281460; (2013); A1;,
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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. 13301-04-7, name is Methyl 3,6-dibromopyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., 13301-04-7

Step 1: Synthesis of compound (B) as described in the general reaction scheme; 3,6-dibromo-pyrazine-2-carboxylic acid LiOH (655 mg, 27 mmol) is added to a solution of 3,6-dibromo-pyrazine-2-carboxylic acid methyl ester (A) (J. Med. Chem. 1969, 12, 285-87) (2.7 g, 9 mmol) in THF:water:MeOH (18:4.5:4.5 mL). The reaction is stirred at 5 C. for 30 min, concentrated in vacuo, taken up in DCM and washed with 1N HCl. The organic phase is dried over anhydrous MgSO4 and concentrated in vacuo to afford compound (B). 1H NMR (250 MHz, CDCl3) delta ppm 8.70 (s, 1H).

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; WIGERINCK, Piet Tom Bert Paul; ANDREWS, Martin James Inglis; De WEER, Marc Maurice Germain; SABOURAULT, Nicholas Luc; KLUGE, Stefan Christian; US2011/118269; (2011); A1;,
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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. 24241-18-7, name is 2-Amino-3,5-dibromopyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. 24241-18-7

To a solution of 3,5-dibromopyrazin-2-amine (40.0 g, 158 mmol), TEA (66.1 mL, 475 mmol), and copper(I) iodide (0.301 g, 1.58 mmol) in THF (1172 ml) was added PdCl2(PPh3)2 (1.11 g, 1.58 mmol). The reaction mixture was cooled at about 0 C. and a solution of (trimethylsilyl)acetylene (20.8 mL, 150 mmol) in THF (146 mL) was added drop-wise. The reaction mixture was stirred at about 0-10 C. for about 7 h and then concentrated under reduced pressure. The dark brown residue was dissolved in DCM (600 mL) and filtered through a Celite pad (3 cm in height¡Á9 cm in diameter) while eluting with DCM (300 mL). The filtrate was washed with water (2¡Á500 mL) and brine (500 mL), dried over anhydrous MgSO4, filtered through a Florisil pad (1 cm in height by 9 cm in diameter) while washing with DCM/MeOH (9:1, 200 mL), and concentrated under reduced pressure to give a brown solid. The solid was triturated and sonicated with warm petroleum ether (b.p. 30-60 C., 250 mL), cooled and collected, washing with petroleum ether (b.p. 30-60 C.; 2¡Á100 mL), and dried in a vacuum oven at about 70 C. to give 5-bromo-3-((trimethylsilyl)ethynyl)pyrazin-2-amine (34.6 g, 70%): LC/MS (Table 2, Method d) Rt=1.59 min; MS m/z: 272 (M+H)+.

The synthetic route of 24241-18-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; US2009/312338; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

1458-18-0, A common compound: 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, belongs to Pyrazines compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

S-Amino–chloro-S-methoxy-pyrazine-?-carboxylic acid methyl ester [00442]Methyl 3-amino-5,6-dichloropytauazinoate (1.1 g, 5 mmol) was dissolved in 200 mL of boiling anhydrous methanol containing metallic sodium (115 mg, 5 mmol). The product which separates on cooling, is filtered, washed with water and methanol and dried to give 1.Og (92%) of methyl S-amino-S-methoxy–chloro-pyrazinoate which was recrystallized from acetonitrile. MP. 255-257 C. [00443J 1H NMR (DMSO-rf?, 400MHz): delta 7.61 Qm, 2H, NH2, exchangeable with D2O), 3.97 (s, 3H), 3.80 (s, 3H).

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, Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ARDEA BIOSCIENCES INC.; WO2009/89263; (2009); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

1458-01-1, Adding some certain compound to certain chemical reactions, such as: 1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, 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 1458-01-1.

General procedure: Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate 2 (1 eq.) was combined with K2CO3 (10 eq.), the appropriate (het)aryl boronic acid (1.5 eq.) and Pd(PPh3)4 (5 mol%) in a two-neck round bottom flask. The flask was connected to a condenser and purged with nitrogen. A 4:1 mixture of anhydrous toluene: MeOH (60 mL) was added via syringe and the reaction mixture was heated at reflux for 0.5-18 h. The mixture was allowed to cool to room temperature and filtered through Celite (10 x 3 cm, eluting with 3 x 20 mL EtOAc). The filtrate was evaporated to dryness and the residue purified by silica gel flash column chromatography using EtOAc/pet spirit.

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 1458-01-1.

Reference:
Article; Buckley, Benjamin J.; Majed, Hiwa; Aboelela, Ashraf; Minaei, Elahe; Jiang, Longguang; Fildes, Karen; Cheung, Chen-Yi; Johnson, Darren; Bachovchin, Daniel; Cook, Gregory M.; Huang, Mingdong; Ranson, Marie; Kelso, Michael J.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 24; (2019);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

41270-66-0, 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. 41270-66-0, name is 5-Chloro-2,3-diphenylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To the stirred mixture of 5-chloro 2-3 diphenyl pyrazine (100 g, 0.375 mol) & 4-isopropyl amino butane-1-ol (172.17 g, 1.31 mol) was added at room temperature. The resultant reaction mixture was heated at 180-185C and maintain at same temperature for 24 hrs. After completion of reaction by HPLC analysis, cool the reaction mass and diluted it with ethyl acetate (1000 ml), purified water (1500 ml) and product was extracted : in ethyl acetate further aqueous layer was rewashed with ethyl acetate (500 ml). After combining the both ethyl acetate layers, wash it with 5% sodium bicarbonate (1000 ml) to remove the hydroxyl impurity formed during the reaction followed by washing of 10% sodium chloride solution (1000 ml). Ethyl acetate layer was concentrated under reduced pressure to obtain thick syrup of compound (4). Obtained thick syrup was diluted with ethyl acetate (20 ml) and n-heptane (500 ml) was added to the diluted mass and stirred for 60-90 min. the resultant isolated solid was filtered and washed with n-heptane (100 ml), suck dried and dried the solid under vacuum at 35-40 C for 3-4 hrs. [Yield = 95.0 g; Purity (HPLC) = 91.5%]

The synthetic route of 5-Chloro-2,3-diphenylpyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MEGAFINE PHARMA (P) LTD.; MATHAD VIJAYAVITTHAL THIPPANNACHAR; DODDAPPA PRALHAD ANEKAL; KARDILE PRITESH BHIMRAJ; PADAKI SANTHOSH AMBADAS; GAIKWAD BAPUSAHEB SHRIHARI; SHINDE GORAKSHANATH BALASAHEB; (63 pag.)WO2017/42828; (2017); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

41270-66-0, 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. 41270-66-0, name is 5-Chloro-2,3-diphenylpyrazine, This compound has unique chemical properties. The synthetic route is as follows.

Trimethylamine (33% ethanol solution, 358 g, 2.0 mol) was added to ethyl acetate (1.3 L) of 5-chloro-2,3-diphenylpiperazine (266 g, 1.0 mol)And stirred at room temperature for 48 hours.A large number of solids are present.filter,The solid was washed with ethyl acetate (2 x 50 mL)Dried in high vacuum to give 283.5 g of a white solid,The yield was 87%.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; Suzhou Guohang Pharmaceutical Technology Co., Ltd.; Mei, Desheng; (11 pag.)CN106467496; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

1458-18-0, A common heterocyclic compound, 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, molecular formula is C6H5Cl2N3O2, 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: To a solution of methyl 3-amino-5,6-dichloro-2-pyrazinecarboxylate (1.0 eq.) in 2-propanol (5 mL/mmol), an appropriate primary or secondary amine(3-6 eq.) was added, and the reaction mixture wasrefluxed for 2 h.10) The solution was cooled to roomtemperature, concentrated under reduced pressure, andthe residue was purified by silica-gel column chromatography(Wako gel C-200, 30-40% ethyl acetate/n-hexane) to afford the series 1 intermediate (yield:32-95%). The regioselectivity of the nucleophilicsubstitution at the 5-position of the pyrazine ring wasconfirmed by an X-ray structural analysis (Fig. S1).

The synthetic route of 1458-18-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Murai, Masatoshi; Habu, Sayako; Murakami, Sonomi; Ito, Takeshi; Miyoshi, Hideto; Bioscience, Biotechnology and Biochemistry; vol. 79; 7; (2015); p. 1061 – 1066;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem