Tag: M.W=100-200

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. 57948-41-1, name is 3-Bromoimidazo[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C6H4BrN3

A mixture of 3-bromoimidazo[1,2-alpha]pyrazine (150 mg, 0.76 mmol), potassium phosphate (321 mg, 1.51 mmol) and 3′-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)biphenyl-2-carbonitrile (3 ml of a 0.5M solution in N,N-dimethylacetamide) were degassed with N2 for 15 min. Tetrakis(triphenylphosphine)palladium(0) (44 mg, 0.04 mmol) was added and the mixture heated at 80 C. for 18 h. The reaction was allowed to cool to room temperature, diluted with water (20 ml) and saturated sodium hydrogencarbonate solution (20 ml) then extracted with ethyl acetate (2*75 ml). The combined organic fractions were washed with brine (40 ml), dried over anhydrous sodium sulfate and evaporated to give a black oil. The oil was purified by silica gel chromatography eluding with dichloromethane and 1% 0.88 ammonia on a gradient of methanol (1-2%). The solid obtained was triturated with diethyl ether which gave 3′- (imidazo[1,2-alpha]pyrazin-3-yl)biphenyl-2-carbonitrile (83 mg, 37%) as a white powder: deltaH (400 MHz, CDCl3) 7.52 (1H, td, J 8 and 1), 7.58 (1H, dd, J 8 and 1), 7.61-7.74 (4H, m), 7.80-7.85 (2H, m), 7.94-7.97 (2H, m), 8.55 (1H, d), 9.18 (1H, s).

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; Goodacre, Simon Charles; Hallett, David James; Street, Leslie Joseph; US2004/19057; (2004); A1;,
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Pyrazine | C4H4N2 – PubChem

Electric Literature of 4744-50-7,Some common heterocyclic compound, 4744-50-7, name is 2,3-Pyrazinecarboxylic anhydride, molecular formula is C6H2N2O3, 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: Pyrazine-2,3-dicarboxylic anhydride (1.0 g, 6.7 mmol) was dissolved in tetrahydrofuran (40 mL)in an Erlenmeyer flask and the corresponding substituted aniline (6.7 mmol, 1 equiv.) was added in one dose. The reaction mixture was stirred for 1 hour at laboratory temperature. Water (30 mL) was added into the mixture followed by the saturated aqueous solution of NaHCO3 until pH 6 to form thecorresponding 3-(phenylcarbamoyl)pyrazine-2-carboxylic acid 1-18. Obtained crystals were filtered off and washed with water. The progress of the procedure was monitored by TLC eluted with thesystem water/butanol/acetic acid 5:4:1.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2,3-Pyrazinecarboxylic anhydride, its application will become more common.

Reference:
Article; Semelkova, Lucia; Jano?cova, Petra; Fernandes, Carlos; Bouz, Ghada; Jand?Ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; Molecules; vol. 22; 9; (2017);,
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Pyrazine | C4H4N2 – PubChem

Application of 54608-52-5, 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. 54608-52-5, name is 2-Hydrazinopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

1) 5-(5-Methyl-2-pyridyl)-1-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid ethyl ester 2-Hydrazinopyrazine (2.363 g) obtained in Referential Example 2 and a solution of 4-(5-methyl-2-pyridyl)-2,4-dioxobutanoic acid ethyl ester (5.04 g) obtained in Method A-step 2) of Referential Example 9 in ethanol (100 mL) were refluxed for 2 hours, followed by cooling in air. To the reaction mixture, concentrated hydrochloric acid (2.65 mL) was added, and the mixture was refluxed for 1 hour, followed by cooling in air. The reaction mixture was neutralized with 1N aqueous sodium hydroxide and then extracted with chloroform. Further, the aqueous layer was extracted with chloroform, and the organic layers were combined, followed by washing with saturated brine and drying over sodium sulfate anhydrate. After a filtration step, the solvent was evaporated under reduced pressure, and the residue was purified through silica gel column chromatography (acetone – chloroform), to thereby give 5-(5-methyl-2-pyridyl)-1-(2-pyrazinyl)-1H-pyrazole-3-carboxylic acid ethyl ester as an amorphous product (1.336 g, 22%). 1H-NMR(400MHz,CDCl3)delta:1.43(3H,t,J=6.9Hz), 2.34(3H,s), 4.47(2H,q,J=6.9Hz), 7.23(1H,s), 7.24-7. 30 (1H,m), 7.46(1H,d,J=7.9Hz), 7.56(1H,dd,J=7.9,1.5Hz), 8.21(1H,br s), 8.28-8.32(1H,m), 8.56(1H,d,J=2.4Hz), 9.02(1H,d like, J=1.5Hz). FAB-MS m/z:310(M+H)+.

The synthetic route of 2-Hydrazinopyrazine 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

Electric Literature of 2727-13-1, A common heterocyclic compound, 2727-13-1, name is 3-Amino-6-chloropyrazine-2-carboxylic acid, molecular formula is C5H4ClN3O2, 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.

A mixture of 3-amino-6-chloro-pyrazine-2-carbox-ylic acid (26.0 mg; 0.150 mmol), the amine intermediateIX.3 (100 mg; 0.151 mmol), TETU (53.0 mg; 0.165 mmol),triethylamine (63.2 jtl; 0.450 mmol) and DMF (5.0 ml) isstirred at tt. overnight. Volatiles are evaporated and theresidue is purified by RP-HPLC (Cl 8; water-ACN-TFA).10130] C25H33C1N7O5SxC2O2F3 ESI Mass spectrum_mlz=590 [M+H]+10131] HPLC analytics: RT=0.42 mm (HPLC method D)

The synthetic route of 2727-13-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Boehringer Ingelheim International GmbH; HECKEL, Armin; HAMPRECHT, Dieter; KLEY, Joerg; WIEDENMAYER, Dieter; (29 pag.)US2017/50992; (2017); A1;,
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 33332-25-1 as follows. Quality Control of Methyl 5-chloropyrazine-2-carboxylate

Example 7[0142] [Formula 41] [0143]1) In tetrahydrofuran (75 mL) was dissolved methyl 5-chloropyrazin-2-carboxylate (2.589 g), 1M diisobutyl aluminum hydride-tetrahydrofuran solution (30 mL) was added dropwise to the solution at 0C, and the mixture was stirred at the same temperature for 15 minutes. To the mixture were added water and IN hydrochloric acid, then, a saturated aqueous sodium bicarbonate solution was added to the same to make the pH to 7. The mixture was filtered through Celite, and then, extracted with chloroform 3 times. The organic layer was separated, dried over anhydrous sodium sulfate, and the residue obtained by concentrating the same under reduced pressure was purified by silica gel column chromatography (n-hexane: ethyl acetate=90: 10 to 65:35 to 50:50) to obtain (5-chloropyrazin-2-yl)methanol (465 mg). MS (m/z): 147/145 [M+H]+

According to the analysis of related databases, 33332-25-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MITSUBISHI TANABE PHARMA CORPORATION; SAKURAI, Osamu; SARUTA, Kunio; HAYASHI, Norimitsu; GOI, Takashi; MOROKUMA, Kenji; TSUJISHIMA, Hidekazu; SAWAMOTO, Hiroaki; SHITAMA, Hiroaki; IMASHIRO, Ritsuo; WO2012/81736; (2012); A1;,
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Pyrazine | C4H4N2 – PubChem

Electric Literature of 25911-65-3,Some common heterocyclic compound, 25911-65-3, name is 3-Aminopyrazine-2-carbonitrile, molecular formula is C5H4N4, 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.

c) 4-Amino-2-(ethoxymethyl)pteridine A mixture of 36.0 g (0.30 mole) of 3-amino-2-pyrazinecarbonitrile [prepared according to A. Albert and K. Ohta, J. Chem. Soc. C, 1970, 1540] and 46.7 g of 2-ethoxyacetamidine in 700 ml of absolute control is refluxed for 2 hours 30 minutes under a nitrogen atmosphere. After cooling, the precipitate obtained is isolated by filtration. It is purified by recrystallization from ethanol. Yld: 52.0 g (84%), m.p. 152-154 C. NMR (DMSO-d6): delta=1.1 (3H, t); 3.5 (2H, q); 4.4 (2H, s); 8.2 (2H, peak exchangeable with CF3 COOD); 8.7 (1H, d); 9.0 (1H, d).

The synthetic route of 25911-65-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lipha, Lyonnaise Industrielle Pharmaceutique; US5167949; (1992); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 19847-12-2, name is Pyrazinecarbonitrile, 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 19847-12-2, SDS of cas: 19847-12-2

The synthesis of 6 was similar to that of 5, but with H2pma (50.8 mg, 0.2 mmol) in place of H2pna. The resultant solution was allowed to evaporate slowly in darkness at room temperature for several days to afford the product as plate-shaped clear yellow crystals of 6. (Yield: 75%, based on silver). Anal. Calc. (found) for AgC10H10N3O7: C, 30.64 (30.75); H, 2.57 (2.62); N, 10.72 (10.95)%. IR (KBr): nu (cm-1) = 3275 (s), 3020 (s), 1650 (s), 1568 (s), 1479 (s), 1415 (s), 1371 (s), 1313 (s), 1180 (m), 1135 (m), 1053 (m), 1015 (m), 918 (w), 780 (w), 855 (m), 804 (m), 759 (m), 689 (w), 625 (w), 568 (w), 530 (m), 434 (w).

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:
Article; Huang, Hua-Qi; Wang, Dan-Feng; Zhang, Ting; Huang, Rong-Bin; Journal of Molecular Structure; vol. 1086; (2015); p. 99 – 108;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 27825-21-4, name is Methyl 3-chloropyrazine-2-carboxylate, molecular formula is C6H5ClN2O2, 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: Methyl 3-chloropyrazine-2-carboxylate

Example 15. Production of methyl 3-trifluoromethyl-pyrazine-2-carboxylate (compound No. 3-4) Methyl 3-chloropyrazine-2-carboxylate (2 g, 11.6 mmol), cuprous iodide (3.3 g, 17.3 mmol), potassium fluoride (1.34 g, 23 mmol) and methyl chlorodifluoroacetate (3.36 g, 18.2 mmol) were dissolved in DMF (20 ml) and stirred at 115C for 5 hours under argon atmosphere. The reaction solution was filtered with celite, followed by dilution of the filtrate with ethyl acetate, and washing four times with water. The filtrate was dried over magnesium sulfate, and concentrated under reduced pressure, and then the residue was purified by using silica gel chromatography (hexane:ethyl acetate=3:1) to obtain 700 mg of the desired compound as paste state. Yield: 29% Property: 1H-NMR [CDCl3/TMS, delta (ppm)] 8.85 (d, 1H), 8.83(d, 1H), 4.05(s,3H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 27825-21-4, its application will become more common.

Reference:
Patent; NIHON NOHYAKU CO., LTD.; EP1757595; (2007); 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. 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Chloropyrazine-2-carbonitrile

The starting compound 3-chloropyrazine-2-carbonitrile (35.8 mmol) was dispersed in a 10percentsolution of sodium hydroxide (125 mmol, 3.5 equiv.) in a round bottom flask. The reaction mixturewas stirred and heated under reflux in an oil bath for 7 h. The progress of the reaction was monitoredby TLC in the system butanol/acetic acid/water (4:1:5). The reaction mixture was acidified by 10percentsolution of hydrochloric acid to pH 3. Resulting crystals of 3-chloropyrazine-2-carboxylic acid weresuctioned. The melting point and 1H-NMR corresponded with the literature [17].

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:
Article; Semelkova, Lucia; Jand’ourek, Ond?ej; Kone?na, Klara; Paterova, Pavla; Navratilova, Lucie; Trejtnar, Franti?ek; Kubi?ek, Vladimir; Kune?, Ji?i; Dole?al, Martin; Zitko, Jan; McPhee, Derek J.; Molecules; vol. 22; 3; (2017);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 55557-52-3, A common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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.

3-chloropyrazine-2-carbonitrile (160 g, 1.147 mol) in acetic acid (1.5 L) was added Raney Nickel (50% slurry in water, 70 g, 409 mmol). The resulting mixture was stirred under 4 bar hydrogen at room temperature overnight. Raney Nickel was removed by filtration over decalite and the filtrate was concentrated under reduced pressure and co-evaporated with toluene. The remaining brown solid was dissolved in ethyl acetate at 50C and cooled on an ice-bath. 2M hydrogen chloride solution in diethyl ether (1.14 L) was added in 30 min. The mixture was allowed to stir at room temperature over weekend. The crystals were collected by filtration, washed with diethyl ether and dried under reduced pressure at 40C. The product brown solid obtained was dissolved in methanol at 60C. The mixture was filtered and partially concentrated, cooled to room temperature and diethyl ether (1000 ml) was added. The mixture was allowed to stir at room temperature overnight. The solids formed were collected by filtration, washed with diethyl ether and dried under reduced pressure at 40C to give 153.5 g of (3-chloropyrazin-2-yl)methanamine.hydrochloride as a brown solid (74.4 %, content 77 %).

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; MSD Oss B.V.; Man, de, Adrianus, Petrus, Antonius; Sterrenburg, Jan-Gerard; Raaijmakers, Hans C.A.; Kaptein, Allard; Oubrie, Arthur A.; Rewinkel, Johannes, Bernardus, Maria; Jans, Christiaan, Gerardus, Johannes, Maria; Wijkmans, Jacobus C.H.M.; Barf, Tjeerd A.; Gao, Xiaolei; Boga, Sobhana Babu; Yao, Xin; Zhu, Hugh Y.; Cooper, Allen B.; Kim, Ronald M.; EP2548877; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem