Tag: M.W=0-100

Adding a certain compound to certain chemical reactions, such as: 5049-61-6, name is Pyrazin-2-amine, 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 5049-61-6, Product Details of 5049-61-6

Step 1 : 2-Amino-5-bromopyrazine: To a 0C cooled and stirred solution of 2-aminopyrazine (10 g, 105 mmol, 1.0 eq) in DCM (1000 mL) was added N-bromosuccinimide (16.8 g, 94.6 mmol, 0.9 eq) portion wise and the resulting solution was stirred at the same temperature for 30 min. The reaction mixture was filtered while keeping the filtrate at 0C and cold water (500 mL) was added to the filtrate. The layers were separated and the organic layer was washed with brine (200 mL), dried (Na2S04) and filtered. The filtrate was concentrated under vacuum. The crude product was purified by re-crystallization using DCM and hexane to afford 12 g of the desired product as a pale yellow solid. 1HNMR (400 MHz, CDC13) delta 8.06 (s, 1H), 7.75 (s, 1H), 4.72 (brs, 2H, D20 exchangeable); ESI-MS (m/z) 174, 176 [(MH)+ Br79′”].

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, Pyrazin-2-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; LUPIN LIMITED; IRLAPATI, Nageswara, Rao; DESHMUKH, Gokul, Keruji; KARCHE, Vijay, Pandurang; JACHAK, Santosh, Madhukar; SINHA, Neelima; PALLE, Venkata, P.; KAMBOJ, Rajender, Kumar; WO2012/56478; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference 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.

5-bromopvrazin-2-amine (M); To a solution of 2-aminopyrazine (1.00 g, 10.0 mmol) in chloroform (50 mL) and pyridine (0.8 mL, 10.0 mmol), solid pyridineNo.HBr3 (3.37 g, 10.0 mmol) was added in portions over 10 min. The reaction mixture was stirred at room temperature for 2 h. Saturated NaHCOs aqueous solution (25 mL) was added to this reaction mixture carefully (pH 7 to 8) and stirred for 10 min. Organic layer was separated, washed with water (15 mL x 3) (filtered if necessary), dried with Na2S04, filtered, and evaporated to dryness. The residue was purified using column chromatography (silica gel, 1:1:8 hexane/CH2CI2/EtOAc). The fractions containing product were evaporated to dryness under vacuum to yield compound M as a pale yellow solid (601 mg, 3.45 mmol, 35%). ¹H NMR (DMSO-d6, 300 MHz) No. 6.63 (bs, 2H), 7.67 (d, 1H, J, 1.4), 8.02 (d, 1 H, J, 1.4).

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

Reference:
Patent; SUGEN, INC.; WO2005/113548; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 6270-63-9, name is Pyrazin-2(1H)-one, 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. SDS of cas: 6270-63-9

1-(4-amino-3-fluoro-phenyl)-1H-pyrazin-2-one (prepared from 2-fluoro-4-iodoaniline by reaction with 1H-pyrazin-2-one, Cu(I)I, N,N’-dimethylethylenediamine and cesium carbonate in dioxane at 120 C.)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 6270-63-9, its application will become more common.

Reference:
Patent; Zbinden, Katrin Groebke; Haap, Wolfgang; Hilpert, Hans; Panday, Narendra; Ricklin, Fabienne; Wirz, Beat; US2006/247238; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 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.

4-Bromobenzaldehyde (2.30 g, 12.5 mmol) and 2-methylpyrazine (1.17 g, 12.5 mmol)were dissolved in DMSO (7.5 mL). Powdered KOH (2.75 g, 50.0 mmol) was added and the reaction mixture was stirred atroom temperature for 8 h and then poured into 200 mL of water. The resulting precipitate was filtered and washed with water (2 x 150 mL). The crude product was crystallized from DCM/nheptaneto afford 10 (2.01 g, 62percent) as a brownish yellow solid. Mp:110-112 °C 1H NMR (300 MHz, CDCl3): delta (ppm): 7.14 (d, 1H,3J = 16.2 Hz), 7.45 (d, 2H, 3J = 8.7 Hz), 7.52 (d, 2H, 3J = 3.4 Hz), 7.68(d, 1H, 3J = 16.2 Hz), 8.42 (d, 1H, 3J = 2.4 Hz), 8.54 (dd, 1H,3J 2.4 Hz, 4J = 1.2 Hz), 8.62 (d, 1H, 4J = 1.2 Hz). 13C NMR (75 MHz, CDCl3): delta (ppm): 123.0 (C), 124.7 (CH), 128.7 (CH), 132.0 (CH), 133.9(CH), 135.0 (C), 143.0 (CH), 143.8 (CH), 144.4 (CH), 150.9 (C). IR (ATR) nu: 3048, 1487, 1403, 1009, 964 cm-1 HR-MS MALDI (matrix DHB):m/z calculated for C12H1079BrN2 [+M2H]+ 262.0095, found 262.0102.

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:
Article; Cvejn, Daniel; Achelle, Sylvain; Pytela, Old?ich; Malval, Jean-Pierre; Spangenberg, Arnaud; Cabon, Nolwenn; Bure?, Filip; Robin-Le Guen, Francoise; Dyes and Pigments; vol. 124; (2016); p. 101 – 109;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 5049-61-6, 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.

2-amino pyrazine (20 g, 0.21 mmol) and DMSO (300 mL), was dissolved in water (10 mL), and the at ice bath N- iodosuccinimide ( 49.7 g, 0.22mmol) was added, after stirring for 30 minutes, stirred at room temperature for 12 hours. Ethyl acetate – extracted from the water, the organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (hexane: ethyl acetate = 1: 1) as eluant to afford the title compound (18.5 g, 40%) as a yellow solid

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; Kowa Co., Ltd.; Watanabe, Toshiaki; Morimoto, Toshiharu; Ogiya, Tadaaki; Maejima, Takashi; (34 pag.)JP2015/54838; (2015); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. Recommanded Product: 2-Fluoropyrazine

A solution of 2-fluoropyrazine (0.247 mL, 3.06 mmol), 2-amino-1-(piperidin-1-yl)ethanone hydrochloride (710 mg, 3.98 mmol) and DIPEA (1.603 mL, 9.18 mmol) in acetonitrile (5 mL) was heated to 100 C for 16 h. The reaction mixture was concentrated and then dissolved in ethyl acetate (15 mL) and water (20 mL). The organic Layer was washed and separated. The aqueous layer was then washed with ethyl acetate (5 x 15 mL). The organic layers were combined, dried through a hydrophobic frit and concentrated in vacuo. The crude material was purified using silica chromatography with a gradient of 0-80 % (3:1 ethyl acetate:ethanol + 1 % triethylamine)/cyclohexane. The relevant fractions were combined and concentrated in vacuo to yield 1-(piperidin-1-yl)-2-(pyrazin-2-ylamino)ethanone (415 mg, 1.88 mmol, 61 % yield) as an orange solid. LCMS (High pH, ES+): tR = 0.67 min, [M+H]+ 221.16. 1H NMR (400 MHz, CDCl3) delta 1.55-1.64 (m, 4H), 1.65-1.73 (m, 2H), 3.39-3.44 (m, 2H), 3.60-3.66 (m, 2H), 4.13 (d, J = 3.79 Hz, 2H), 5.88 (br. s., 1H), 7.79 (d, J = 3.03 Hz, 1H), 7.95-7.98 (m, 1H), 8.02 (d, J = 1.26 Hz, 1H) 13C NMR (101 MHz, CDCl3) delta 24.4, 25.5, 26.2, 42.5, 43.3, 45.4, 132.6, 134.0, 141.4, 153.8, 166.6 HRMS: (C11H16N4O) [M+H]+ requires 221.1397, found [M+H]+ 221.1391 numax (neat): 3328, 2941, 2857, 1639, 1586, 1531, 1436, 1251, 1230, 1000, 820, 615 cm-1.

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:
Article; Law, Robert P.; Ukuser, Sabri; Tape, Daniel T.; Talbot, Eric P. A.; Synthesis; vol. 49; 16; (2017); p. 3775 – 3793;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

109-08-0, name is 2-Methylpyrazine, 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. Recommanded Product: 2-Methylpyrazine

General procedure: 4-(Di-2-picolylamino)benzaldehyde (1) (110 mg, 0.36 mmol) and the appropriate methyldiazine derivative (0.72 mmol; 0.36 mmol for 4-methyl-2,6-dipyridin-2-yl-pyrimidine; 0.18 mmol for 4,6-dimethylpyrimidine) were dissolved in anhydrous THF (15 mL). KtBuO (1.44 mmol, 161 mg, 4 eq.) was slowly added at room temperature and the solution was heated under reflux for 15 h. The mixture was allowed to cool and water was added. THF was evaporated and the mixture was extracted with CH2Cl2. The organic layer was dried over MgSO4 and the solvent was removed under vacuum. The crude product was purified by flash chromatography.

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

Reference:
Article; Achelle, Sylvain; Rodriguez-Lopez, Julian; Bure?, Filip; Robin-Le Guen, Francoise; Dyes and Pigments; vol. 121; (2015); p. 305 – 311;,
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., Safety of Pyrazin-2-amine

A solution of Z-1 (10.0 g, 105 mmol) in DME (100 mL) is treated dropwise with the Z-2 (16.3 mL, 129 mmol) over lh at rt. After 3h, the mixture is cooled to 0C and filtered. The solid is washed with ether (50 mL) and dried under vacuum. The solid is heated in refluxing EtOH (100 mL) for 3h. The mixture is concentrated, the residue is dissolved in CHC13 (100 mL), and basified to pH 9 with sat. NaHC03 (100 mL). The suspension is filtered through a pad of Diatomaceous earth, which is washed with water (100 mL) and CHCI3 (3 x 100 mL). The phases are separated, and the aqueous layer extracted with CHCI3 (100 mL). The combined organic extracts are dried over MgS04, filtered and concentrated. The residue is crystallized from EtOH (100 mL) to give Z-3

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BRUNETTE, Steven, Richard; ABEYWARDANE, Asitha; BURKE, Michael, J.; KAPADIA, Suresh, R.; KIRRANE, Thomas, Martin, Jr.; NETHERTON, Matthew, Russell; RAZAVI, Hossein; RODRIGUEZ, Sonia; SAHA, Anjan; SIBLEY, Robert; SMITH KEENAN, Lana, Louise; TAKAHASHI, Hidenori; TURNER, Michael, Robert; WU, Jiang-Ping; YOUNG, Erick, Richard, Roush; ZHANG, Qiang; ZHANG, Qing; ZINDELL, Renee, M.; WO2013/134226; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 6270-63-9, 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. 6270-63-9, name is Pyrazin-2(1H)-one belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A solution of N-((3-chloro-lH-indol-5-yl)methyl)-5-(4-(chloromethyl)benzyl)nicotinamide (90 mg, 0.21 mmol, 1.0 eq), pyrazin-2(lH)-one (41 mg, 0.42 mmol, 2.0 eq) and K2C03 (58 mg, 0.42 mmol, 2.0 eq) in MeCN (10 mL) was stirred at 80 C for 2 h and allowed to cool. The mixture was concentrated. The residue was purified by flash chromatography (MeCN/l hO = 1/2 to 19/1) to afford N-((3-chloro-lH-indol-5- yl)methyl)-5-(4-((2-oxopyrazin-l(2H)-yl)methyl)benzyl)nicotinamide as a white solid (6.3 mg, 6%). LRMS (M+H+) m/z calculated 484.1, found 484.1. NMR (DMSO-ifc, 400 MHz) delta 8.72 (s, 1 H), 8.44 (s, 1 H), 7.97 (s, 1 H), 7.95 (d, 1 H), 7.47 (d, 1 H), 7.40 (s, 1 H), 7.26-7.20 (m, 4 H), 7.16-7.10 (m, 3 H), 7.10-7.08 (m, 1 H), 5.00 (s, 2 H), 4.55 (s, 2 H), 3.96 (s, 2 H).

The synthetic route of Pyrazin-2(1H)-one has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LIFESCI PHARMACEUTICALS, INC.; MCDONALD, Andrew; WO2015/103317; (2015); 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. 5049-61-6, name is Pyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C4H5N3

Pyrazin-2-amine (2.85 g,30 mmol, 1 eq.) was dissolved in CH2Cl2 (150 mL) and cooled in icewaterbath. N-bromosuccinimide (NBS, 5.4 g, 30 mmol, 1 eq.) wasadded portionwise and stirred for 3 h at the same temperature. Themixture was filtered through a Celite, and the filtrate was washed withsaturated aqueous NaHCO3 solution (30 mL×3) and brine, dried overanhydrous Na2SO4 and concentrated under reduced pressure to obtain alight yellow solid 11a (2.7 g, 52%).1H NMR (300 MHz, DMSO-d6): delta8.01 (s, 1H), 7.66 (s, 1H), 6.62 (s, 2H). Compound 12a was synthesizedfrom 11a following the above diazotization and hydrolysis procedure.Yellow solid, yield: 57%. 1H NMR (300 MHz, DMSO-d6): delta 12.21 (br,1H), 8.07 (s, 1H), 7.90 (s, 1H). ESI–MS m/z: 173.0 [M – 1].

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

Reference:
Article; Guo, Shuang; Xu, Mingshuo; Guo, Qi; Zhu, Fuqiang; Jiang, Xiangrui; Xie, Yuanchao; Shen, Jingshan; Bioorganic and Medicinal Chemistry; vol. 27; 5; (2019); p. 748 – 759;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem