Pyrazines

15707-23-0, 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 15707-23-0 as follows.

Ag2O (23.2 mg, 0.1 mmol), 3-nitro-1,2-benzenedicarboxylicacid (H2npt) (42.2 mg, 0.2 mmol) and epyz (24.4 mg, 0.2 mmol) were dissolved in methanol-H2O-DMF mixed solvent (6 mL,v/v/v = 1/1/1) in the presence of ammonia (0.5 mL, 14 M) underultrasonic treatment (160 W, 40 kHz, 30 min) under 40 C. Theresultant colorless solution was allowed slowly to evaporate atroom temperature in the dark. After several days, colorless platecrystals of 1 were isolated in about a 43% yield. They were washedwith a small volume of cold ethanol. Anal. Calc. for Ag2C15H13N3O6:C, 32.94; H, 2.40; N, 7.68. Found: C, 32.98; H, 2.38; N, 7.72%. IR(KBr): m (cm1) = 3440 (m), 3088 (w),3046 (w), 2976 (m),2932(w), 2876 (w), 1590 (s), 1520 (s), 1457(s), 1408 (s), 1344 (s),1288 (m), 1162 (m), 1027 (w), 929 (m), 859 (m), 824 (m), 782(w), 747 (w), 704 (m), 683 (m), 586 (w).

According to the analysis of related databases, 2-Ethyl-3-methylpyrazine, the application of this compound in the production field has become more and more popular.

Reference:
Article; Zhang, Ting; Wang, Dan-Feng; Huang, Rong-Bin; Zheng, Lan-Sun; Inorganica Chimica Acta; vol. 427; (2015); p. 299 – 304;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 1049026-49-4, name is 2-Bromo-5-(methylthio)pyrazine, 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 1049026-49-4, Quality Control of 2-Bromo-5-(methylthio)pyrazine

(107d) 2-Bromo-5-(methylsulfonyl)pyrazine 2,5-Dibromopyrazine (270 mg, 1.14 mmol) was dissolved in tetrahydrofuran (10 mL), and sodium thiomethoxide (320 mg, 4.57 mmol) was added at room temperature, followed by stirring at room temperature for 2.5 hours under nitrogen atmosphere. To this reaction solution, water (10 mL) was added, and extraction was carried out with diethyl ether (10 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=5%-10%) to afford a yellow solid. This was dissolved in methylene chloride (10 mL), and m-chloroperbenzoic acid (approximately 65%, 580 mg, approximately 2.2 mmol) was added at room temperature, followed by stirring at room temperature for 1 hour under nitrogen atmosphere. To this reaction solution, a saturated aqueous sodium hydrogencarbonate solution (10 mL) was added, and extraction was carried out with methylene chloride (10 mL). The organic layer was washed with saturated brine, and subsequently dried over anhydrous magnesium sulfate. The solvent was distilled off under reduced pressure, and the resulting residue was purified using silica gel column chromatography (elution solvent: ethyl acetate/hexane=15%-25%) to afford the desired compound (190 mg, yield 70%) as a white solid. 1H-NMR (CDCl3, 400 MHz): delta 3.26 (3H, s), 8.80 (1H, d, J=1.2 Hz), 9.06 (1H, d, J=1.2 Hz).

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-Bromo-5-(methylthio)pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP2239253; (2010); 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. 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 5-Bromo-3-morpholinopyrazin-2-amine

5-bromo-3-morpholin-4-yl-pyrazin-2-ylamine (300 mg, 1 eq) was suspended in EtOH (3 mL) and 2,3-dibromo-n-methylmaleimide (31 1 mg, 1 eq) was added. The reaction mixture was heated under microwave irradiation at 120 C for 4 h. On cooling, the mixture was filtered to give a yellow solid (50 mg,) which was heated at 150 C for 5 min under open air. On cooling, the mixture was purified by automated chromatography (Biotage, eluent: 2% to 10% MeOH in DCM) to obtain the expected product I-20 (22 mg) as a yellow solid.

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; CENTRO NACIONAL DE INVESTIGACIONES ONC&Oacgr;LOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ ARISTEGUI, Sonsoles; GONZALES CANTALAPIEDRA, Esther; HERNANDEZ HIGUERAS, Ana Isabel; VARELA BUSTO, Carmen; WO2011/36461; (2011); A1;,
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Related Products of 1458-18-0,Some common heterocyclic compound, 1458-18-0, name is Methyl 3-amino-5,6-dichloropyrazine-2-carboxylate, molecular formula is C6H5Cl2N3O2, 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 stirred solution of methyl 3-amino-5, 6-dichloropyrazine-2-carboxylate (500 mg, 2.25 mol, 1 equiv) and 2- (tributylstannyl) -1, 3-oxazole (806.5 mg, 2.25 mol, 1.00 equiv) in 1, 4-dioxane (20 mL) were added LiCl (190.9 mg, 4.50 nMol, 2 equiv) , tricyclohexylphosphane (126.3 mg, 0.45 nMol, 0.2 equiv) and Pd 2 (dba) 3. CHCl 3 (466.2 mg, 0.45 nMol, 0.20 equiv) in portions at room temperature under nitrogen atmosphere. The resulted mixture was stirred for 4h at 140 under nitrogen atmosphere with microwave irritation. The resulted mixture was concentrated under reduced pressure. The residue was purified by Prep-TLC (CH 2Cl 2 /MeOH 20: 1) to afford methyl 3-amino-6-chloro-5- (1, 3-oxazol-2-yl) pyrazine-2-carboxylate (160 mg, 27.9%) as a yellow solid. LCMS: m/z (ESI) , [M+H] + = 255.1.

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

Reference:
Patent; DIZAL (JIANGSU) PHARMACEUTICAL CO., LTD.; QI, Changhe; TSUI, Honchung; ZENG, Qingbei; YANG, Zhenfan; ZHANG, Xiaolin; (399 pag.)WO2020/35052; (2020); A1;,
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Related Products of 54013-07-9, 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. 54013-07-9, name is 5-Methoxypyrazin-2-amine, This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Isoquinolin-3-amine (3.23 g, 22.4 mmol) was added to a solution of 1,1′-thiocarbonyldipyridin-2(1H)-one (5.20 g, 22.4 mmol) in dichloromethane (50 mL) at room temperature. The reaction was stirred for 2 h, then purified by flash chromatography on silica gel (0-10% ethyl acetate in hexanes). Product fractions were combined and concentrated in vacuo to give 3-isothiocyanatoisoquinoline(3.9 g, 93 %) as a white solid.

The chemical industry reduces the impact on the environment during synthesis 5-Methoxypyrazin-2-amine. I believe this compound will play a more active role in future production and life.

Reference:
Article; Iwuagwu, Christiana; King, Dalton; McDonald, Ivar M.; Cook, James; Zusi, F. Christopher; Hill, Matthew D.; Mate, Robert A.; Fang, Haiquan; Knox, Ronald; Gallagher, Lizbeth; Post-Munson Amy Easton, Debra; Miller, Regina; Benitex, Yulia; Siuciak, Judy; Lodge, Nicholas; Zaczek, Robert; Morgan, Daniel; Bristow, Linda; Macor, John E.; Olson, Richard E.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1261 – 1266;,
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. 89283-32-9, name is (3-Chloropyrazin-2-yl)methanol, A new synthetic method of this compound is introduced below., Recommanded Product: 89283-32-9

1.44 g of 3-chloro-2-pyrazine methanol, 2 mol% of vanadium nitrate (relative to the substrate 3-chloro-2-pyrazine methanol),Add to the 50mL reaction tube, Add 5mL of acetonitrile,Fill the air ball, close the reaction tube, and raise the temperature to 40 C with stirring.And kept for 10 h, until the reaction is over, and cooled to room temperature.Sampling was analyzed using gas chromatography.The conversion rate of 3-chloro-2-pyrazine methanol is 96.1%.The selectivity of 3-chloro-2-pyrazinecarboxaldehyde is greater than 99%.

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; Dalian University of Technology; Du Zhongtian; Tang Yangyang; Sun Xiaowan; Yue Jiajia; (6 pag.)CN106866508; (2019); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 4858-85-9, name is 2,3-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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. Product Details of 4858-85-9

Step 1: 2-Chloro-3-(2-phenoxyethylamino)pyrazine. A mixture of 2-phenoxyethylamine (2.65 g, 19.3 mmol), 2,3-dichloropyrazine (2.88 g, 19.3 mmol) and K2CO3 (2.67 g, 19.3 mmol) in acetonitrile (8 mL) was stirred in a sealed tube for 12 h at room temperature, and for a further 9.5 h at 80 C. The reaction mixture was diluted with ether, filtered, and concentrated. The residue was purified by chromatography on silica gel using n-hexane/EtOAc (7:3) as eluent to give 2.36 g (49%) of the title compound as a yellowish oil that solidified on standing: mp 51-53 C.; HRMS m/z calcd for C12H12ClN30 (M)+249.0669, found 249.0659. Anal. (Cl2H12ClN30) C, H, N.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4858-85-9, its application will become more common.

Reference:
Patent; Biovitrum AB; US6465467; (2002); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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 × 3), washed with water (3 × 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;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. category: Pyrazines

The amine prepared in Example 8 (87.7 mg, 0.172 mmol, 1 eq.) was dissolved in 6 mL acetone cooled to 0C in an ice bath. To this solution was added 2,3-pyrazinedicarboxylic acid anhydride (25.8 mg, 0.172 mmol, 1 eq.). The yellow solution turned into a suspension and was then stirred room temperature for 10 min. The precipitate was filtered off with suction, washed with acetone, dissolved in methanol and concentrated under reduced pressure to afford 54 mg (51%) of the title product as an orange solid. NMR (400 MHz, DMSO-d6) delta 10.23 (s, 1H), 8.92 (t, J= 5.9 Hz, 1H), 8.80 (d, J= 2.4 Hz, 1H), 8.76 (d, J= 3.4 Hz, 1H), 8.75 (d, J= 2.5 Hz, 1H), 8.51 (d, J= 4.0 Hz, 1H), 8.44 (d, J = 4.0 Hz, 2H), 7.71 (td, J= 7.7, 1.7 Hz, 1H), 7.64 (td, J= 7.7, 1.7 Hz, 2H), 7.53 (d, J= 8.4 Hz, 2H), 7.42 (t, J= 9.2 Hz, 2H), 7.33 (d, J= 7.8 Hz, 1H), 7.28 – 7.15 (m, 5H), 3.76 (s, 2H), 3.72 (s, 4H), 3.49 (dd, J= 14.2, 6.5 Hz, 3H), 3.28 (s, 2H), 2.81 (dt, J= 13.7, 8.2 Hz, 4H), 2.65 (t, J = 6.2 Hz, 2H). 13C NMR (101 MHz, DMSO-d6) delta 169.28, 166.90, 165.62, 163.12, 158.66, 158.42, 149.03, 148.75, 147.71, 146.48, 145.66, 144.90, 143.82, 143.43, 136.84, 136.72, 136.46, 134.16, 128.88, 123.13, 122.87, 122.44, 122.16, 119.27, 60.09, 59.53, 58.08, 54.89, 51.65, 51.16, 48.62, 34.30. APCI-HRMS e/z calc. for C35H37N9O2: 615.3070, found 616.3141 [M+H]

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4744-50-7, its application will become more common.

Reference:
Patent; UNIVERSITETET I OSLO; GOLDING, Louise; RONGVED, Pal; ASTRAND, Ove Alexander H°gmoen; SAMUELSEN, Ørjan; SCHNAARS, Christian; KILDAHL-ANDERSEN, Geir; (234 pag.)WO2018/33719; (2018); 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., Product Details of 4858-85-9

[00295] Step A: 4-(3-Chloropyrazin-2-yl)-l-naphthonitrileA mixture of 2,3-dichloropyrazine (2.98g, 2mmol), 4-(4,4,5,5-tetramethyl- l,3,2-dioxaborolan-2-yl)-l-naphthonitrile (0.558mmol, 2mmol) palladium tetrakis triphenylphoshine (0.069g, 0.06mmol) and aqueous sodium carbonate solution (2M, 3mL, 6mmol) in dioxane (7mL) was heated to 80C for 12 hours. The reaction mixture cooled to room temperature, washed with water, extracted with ethyl acetate and purified by chromatography to yield 4-(3-chloropyrazin-2-yl)-l-naphthonitrile (0.36g, 68%).

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; ARDEA BIOSCIENCES, INC.; OUK, Samedy; VERNIER, Jean-michel; GUNIC, Esmir; CHEN, Chixu; WO2011/159839; (2011); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem