Month: January 2021

Related Products of 25710-18-3, These common heterocyclic compound, 25710-18-3, name is 2,3-Dichloropyrido[2,3-b]pyrazine, 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.

[0450] Example 15 [0451 ] Synthesis of 3 -(4-(2,5 -dichlorobenzyl)piperazin- 1 -yl)-N-(pyridin-3 -yl)pyrido [2,3 – b]pyrazin-2-amine, 2,2,2-trifluoroacetic acid salt [0452] Step 1 : 2-chloro-3-(4-(2,5-dichlorobenzyl)piperazin-l-yl)pyrido[2,3-b]pyrazine [0453] To a solution of 2,3-dichloropyrido[2,3-b]pyrazine (21 mg, 0.105 mmol) and l-(2,5- dichlorobenzyl)piperazine, HC1 (31.0 mg, 0.1 10 mmol) in dioxane (350 mu) was added N- ethyl-N-isopropylpropan-2-amine (56.8 mu, 0.325 mmol) dropwise at RT. The resulting mixture was stirred at RT overnight and HPLC purification yielded the title compound as a yellow solid.

The synthetic route of 25710-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ENVOY THERAPEUTICS, INC.; HITCHCOCK, Stephen; MONENSCHEIN, Holger; REICHARD, Holly; SUN, Huikai; KIKUCHI, Shota; MACKLIN, Todd; HOPKINS, Maria; WO2014/28479; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 297172-19-1, name is 5,6,7,8-Tetrahydroimidazo[1,5-a]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 297172-19-1, SDS of cas: 297172-19-1

General procedure: All reactions were carried out in vials under nitrogen atmosphere. Step 1: A solution of compound 8 (100 mumol, 1.0 equiv) and compound 9 (150 mumol, 1.5 equiv) in DMF (0.1 M) was treated with K2CO3 (300 mumol, 3.0 equiv) and stirred at 110 C for 16 h (LCMS check). The reaction was filtered and the filtrate concentrated to afford 10. The crude aldehyde 10 (100 mumol, 1.0 equiv) was dissolved in acetone:water (2:1, 0.1 M) and treated with KMnO4 (600 mumol, 6 equiv) and stirred at 30 C for 16 h (LCMS check). The reaction was filtered and the filtrate concentrated to afford 11. The crude acid 11 (100 mumol, 1.0 equiv) was treated with HATU (120 mumol, 1.20 equiv) followed by the crude amine (100 mumol, 1.0 equiv) and NEt3 (300 mumol, 3.0 equiv). The reaction was stirred at 30 C for 16 h (LCMS check). The reactions were concentrated and purified directly by reversed phase preparative HPLC using a C18 column and eluting with acetonitrile-water (0.225% formic acid or pH = 10 NH4OH) gradient. All compounds were deemed greater than 95% purity by LCMS and HPLC.

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, 5,6,7,8-Tetrahydroimidazo[1,5-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Londregan, Allyn T.; Piotrowski, David W.; Futatsugi, Kentaro; Warmus, Joseph S.; Boehm, Markus; Carpino, Philip A.; Chin, Janice E.; Janssen, Ann M.; Roush, Nicole S.; Buxton, Joanne; Hinchey, Terri; Bioorganic and Medicinal Chemistry Letters; vol. 23; 5; (2013); p. 1407 – 1411;,
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 1196152-38-1 as follows. name: 2-Bromo-5-(trifluoromethyl)pyrazine

A 4 mL vial, equipped with a magnetic stir bar, was charged with N-(4- aminobicyclo[2.2.2]octan- 1 -yl)-2-(4-chloro-3-fluorophenoxy)acetamide hydrochloride (Example 1C, 28.2 mg, 0.078 mmol), 2-bromo-5-(trifluoromethyl)pyrazine (Anichem, CAS 1196152-38-1, 21.15 mg, 0.093 mmol), N,N-diisopropylethylamine (0.0542 mL, 0.310 mmol), and dimethylformamide (0.5 mL). The vial was sealed with a pressure relief septum cap, and the reaction mixture was stirred at 90 C for 16.5 hours. The reaction mixture was allowed to cool to ambient temperature, and the septum cap was removed. The vial contents were partitioned between ethyl acetate and water. The aqueous layer was extracted once more with ethyl acetate. The combined organic layers were washed twice with brine, then dried (MgSO/t) and filtered. The filtrate was concentrated under reduced pressure to give a brown oil that was purified by column chromatography on an Analogix IntelliFlash-310 (Isco RediSep 12 g silica gel cartridge, 100% heptane to 60:40 heptane/ethyl acetate). Fractions containing the title compound were combined and concentrated under reduced pressure to give the title compound as a white solid, but there was still contamination, so a second column was run (Practichem 2 x 4 g silica gel cartridges, 100% dichloromethane to 90: 10 dichlorome thane/ethyl acetate). Fractions containing the title compound were combined and concentrated under reduced pressure to give the title compound as a white solid that was dried overnight in a vacuum oven at 50 C (3.5 mg, 9.5% yield). JH NMR (CDC13) delta ppm 8.28 (s, 1H), 7.80 (d, J = 1.4 Hz, 1H), 7.36-7.29 (m, 1H), 6.74 (dd, J = 10.3, 2.8 Hz, 1H), 6.66 (ddd, J = 8.9, 2.9, 1.3 Hz, 1H), 6.11 (s, 1H), 4.71 (s, 1H), 4.34 (s, 2H), 2.19-2.05 (m, 12H); MS (+ESI) m/z = 473 (M+H)+; (-ESI) m/z = 471 (M- H)

According to the analysis of related databases, 1196152-38-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALICO LIFE SCIENCES LLC; ABBVIE INC.; MARTIN, Kathleen, Ann; SIDRAUSKI, Carmela; FROST, Jennifer, M.; PLIUSHCHEV, Marina, A.; TONG, Yunsong; BLACK, Lawrence, A.; XU, Xiangdong; SHI, Lei; ZHANG, Qingwei, I.; CHUNG, Seungwon; SWEIS, Ramzi, Farah; DART, Michael, J.; RANDOLPH, John, T.; MURAUSKI, Kathleen; (674 pag.)WO2019/90076; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 117719-17-2, 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. 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

5-bromo-3-morpholin-4-yl-pyrazin-2-ylamine (100 mg, 1 eq) was suspended in DME (1 mL) and 1-(4-methoxybenzyl)-4-chloropiperidine-2,3-dione, 1-11 , (125 mg, 1.2 eq) was added. The reaction mixture was heated in a sealed tube at 90C for 17 h. On cooling, the mixture was purified by automated chromatography (Biotage, eluent: 30% to 60% EtOAc in Cyclohexane) to give the expected product 1-10 (150 mg, 60% yield) which was used in next reaction step without further purification, as a brown solid.

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

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;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 27398-39-6, A common heterocyclic compound, 27398-39-6, name is 3-Chloropyrazine-2-carboxylic acid, molecular formula is C5H3ClN2O2, 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.

9.3 3-Chloro-pyrazine-2-carboxylic acid[1-imino-2-(2-naphthalen-2-yl-ethoxy)-ethyl]-amide; Under an atmosphere of nitrogen, 3-chloro-2-pyrazinecarboxylic acid (Tyger, 250 mg), TBTU (532 mg), and diisopropylethylamine (1.34 ml) were added to a solution of 2-(2-naphthalen-2-yl-ethoxy)-acetamidine hydrochloride (417 mg) in DMF (5 ml). The reaction mixture was stirred for 2 h at r.t., diluted with dichloromethane and washed with water. The organic layer was dried (Na2SO4), filtered, and the solvent was evaporated. The obtained, crude title compound (567 mg) was used without further purification in the next step.

The synthetic route of 27398-39-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Conte, Aurelia; Dehmlow, Henrietta; Grether, Uwe; Kratochwil, Nicole A.; Kuehne, Holger; Narquizian, Robert; Panousis, Constantinos G.; Peters, Jens-Uwe; Ricklin, Fabienne; US2008/234277; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 23688-89-3, 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 23688-89-3 as follows.

Intermediate 13 was prepared from the indicated bromide and boronic acid by methods analogous to those described for Intermediate 12.:_To a solution of ethyl 2-ethoxy-4-(4,4, 5, 5-tetramethyl- 1, 3,2-dioxaborolan-2- yl)benzoate (439 mg, 1.37 mmol) and 6-bromo-5-fluoropicolinic acid (302 mg, 1.37 mmol) in 1,4-dioxane (6.9 ml) was added a solution of sodium carbonate (436 mg, 4.11 mmol) in water (2 ml). The reaction was purged with nitrogen and PdCI2(dppf)-CH2CI2 adduct (112 mg, 0.14 mmol) was added and the reaction then heated at 80 00 for 18 hours. The reactionwas then cooled to room temperature and concentrated. The residue was partitioned between water and EtOAc and the aqueous phase acidified. The layers were separated, and the aqueous phase was extracted with further EtOAc (3 x 20 ml). The combined organic extracts were dried over Mg504, filtered, and concentrated to give the title compound as an orange solid (129 mg, 28 % yield).

According to the analysis of related databases, 23688-89-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; DOWDELL, Sarah E.; EIDAM, Hilary Schenck; ELBAN, Mark; FOX, Ryan Michael; HILFIKER, Mark A.; HOANG, Tram H.; KALLANDER, Lara S.; LAWHORN, Brian Griffin; MANNS, Sharada; PHILP, Joanne; WASHBURN, David G.; YE, Guosen; (274 pag.)WO2017/6295; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 22047-25-2, A common heterocyclic compound, 22047-25-2, name is Acetylpyrazine, molecular formula is C6H6N2O, 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 21-Pyrazin-2-yl-ethylamineThe synthetic procedure used in this preparation is outlined below in Scheme C. To a solution of 1-pyrazin-2-yl-ethanone (2.0 g, 15.85 mmol) and ammonium acetate (19.337 g, 158.5 mmol) in methanol (50 mL) was added sodium cyanoborohydride (0.7 g, 11.1 mmol) in one portion. The reaction mixture was stirred overnight at room temperature. After removal of methanol, water (20 mL) was added to the residue and the resulting solution was basified by addition of sodium hydroxide to pH=13. The aqueous solution was extracted with dichloromethane and the combined organic phase was dried over sodium sulfate. Removal of the solvent under reduced pressure afforded 14.62 g of 1-pyrazin-2-yl-ethylamine, yield: 75%. MS (M+H)=124.

The synthetic route of 22047-25-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dillon, Michael Patrick; Krauss, Nancy Elisabeth; US2010/324070; (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. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., Recommanded Product: 36070-80-1

Step E: 5-Chloro-pyrazine-2-carbonyl chloride. A suspension of 5-chloro-pyrazine-2-carboxylic acid (2.49 g, 15.7 mmol) in thionyl chloride (15 mL) was heated to reflux for 1 h. The solid slowly dissolved. The bulk of the thionyl chloride was removed in vacuo, and the final traces of thionyl chloride were removed in vacuo as an azeotrope with toluene by addition of toluene and subsequent concentration repeated three times. The acid chloride was thus obtained as a reactive, yellow semi-solid. 1H NMR (400 MHz, CDCl3): delta 9.09 (d, J=1.3 Hz, 1H), 8.77 (d, J=1.3 Hz, 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; Allison, Brett D.; Grice, Cheryl A.; Letavic, Michael A.; US2009/131416; (2009); 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. 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, A new synthetic method of this compound is introduced below., Application In Synthesis of (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

R8 (212 g, 1151 mmol) in tetrahydrofuran (dry) (600 mL) is cooled to ?78¡ã C. Then n-butyllithium (2.5 M in hexanes, 552 mL, 1381 mmol) is added dropwise, keeping the temperature below ?78¡ã C. After 30 min R9 (324 g, 1209 mmol) in tetrahydrofuran (dry) (120 mL) is added dropwise. The reaction mixture is stirred at ?78¡ã C. for 1 h. The mixture is quenched with saturated NH4Cl solution and extracted three times with ethyl acetate. The organic layer is washed with brine, dried over Na2SO4 and evaporated in vacuo. The residue is purified by flash chromatography (heptane/ethyl acetate=80/20). Yield 60percent.

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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ANDERSKEWITZ, Ralf; GRAUERT, Matthias; GRUNDL, Marc; OOST, Thorsten; PAUTSCH, Alexander; PETERS, Stefan; US2014/275159; (2014); 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. 32974-92-8, name is 1-(3-Ethylpyrazin-2-yl)ethanone, A new synthetic method of this compound is introduced below., SDS of cas: 32974-92-8

Example 1872-(N-hydroxyethylbenzyl)aminoethyl-2-(3-ethyl)-pyrazylketone 8657 2-acetyl-3-ethylpyrazine (150 mg), hydroxyethylisopropylamine (149 mg), and paraformaldehyde (40 mg) were reacted in dioxane (0.2 ml) at 130 C. for 2 hours.NMR (CDCl3) 1.3 (m, 3H), 2.6 (m, 4H), 3.2 (m, 4H), 8.6 (s, 1H), 8.7 (s, 1H)TG 90.3 (3 mumol) 73 (10 mumol) 30 (30 mumol)SOCE 0 (10 mumol) 0 (30 mumol) 10 (100 mumol)IICR 20 (10 mumol) 10 (30 mumol) 100 (100 mumol)

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; Japan Science and Technology Agency; US2012/277423; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem