Pyrazines

The chemical industry reduces the impact on the environment during synthesis 2727-13-1, name is 3-Amino-6-chloropyrazine-2-carboxylic acid, I believe this compound will play a more active role in future production and life. 2727-13-1

A mixture of 3-amino-6-chloro-pyrazine-2-carboxylic acid (26.0 mg; 0.150 mmol), the amineintermediate IX.3 (100 mg; 0.15 1 mmol), TBTU (53.0 mg; 0.165 mmol), triethylamine (63.2 tl;0.450 mmol) and DMF (5.0 ml) is stirred at r.t. over night. Volatiles are evaporated and the residue is purified by RP-HPLC (C 18; water-ACN-TFA).C26H33C1N705S x C202F3 ESI Mass spectrum: mlz = 590 [M+H]+HPLC analytics: RT = 0.42 mm (HPLC method D)

The chemical industry reduces the impact on the environment during synthesis 2727-13-1. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; HECKEL, Armin; FRATTINI, Sara; HAMPRECHT, Dieter; KLEY, Joerg; WIEDENMAYER, Dieter; (49 pag.)WO2017/28927; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, 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. 1458-01-1

A mixture of methyl 3,5-diamino-6-chloropyrazine-2-carboxylate (40.0 g, 197 mmol), 2- [(E)-2-ethoxyethenyl]-4,4,5,5-tetramethyl-1 ,3,2-dioxaborolane (84 ml, 400 mmol), SPhos (8.11 g, 19.7 mmol), palladium(ll) acetate (2.22 g, 9.87 mmol) and K3P04 (83.8 g, 395 mmol) in water:MeCN (2:3, 350 ml) was stirred at 80 ¡ãC for 2 h then allowed to cool to RT. The solid was collected by filtration then washed with EtOAc (100 ml) and water (100 ml) then dried in vacuo to afford the product as a brown solid (36.7 g, 76percent). 1 H NMR (500 MHz, DMSO-cfe) delta 7.15 (d, J = 12.2 Hz, 1 H), 6.79 (s, 4H), 5.97 (d, J = 12.2 Hz, 1 H), 3.91 (q, J = 7.0 Hz, 2H), 3.72 (s, 3H), 1.25 (t, J = 7.0 Hz, 3H). LC/MS (System A): m/z (ESI+) = 239 [MH+], Rt = 0.88 min, UV purity = 98percent.

Statistics shows that 1458-01-1 is playing an increasingly important role. we look forward to future research findings about Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate.

Reference:
Patent; ENTERPRISE THERAPEUTICS LIMITED; MCCARTHY, Clive; HARGRAVE, Jonathan, David; HAY, Duncan, Alexander; SCHOFIELD, Thomas, Beauregard; WENT, Naomi; (261 pag.)WO2018/96325; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

1458-01-1, A common heterocyclic compound, 1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, molecular formula is C6H7ClN4O2, 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: 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.

The synthetic route of 1458-01-1 has been constantly updated, and we look forward to future research findings.

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

19745-07-4, 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. 19745-07-4, name is 2,5-Dichloropyrazine, A new synthetic method of this compound is introduced below.

A mixture of tert-butyl (R)-3-(3-amino-4-((trans-4-((tert- butyldimethylsilyl)oxy)cyclohexyl)(isobutyl)amino)phenyl)butanoate (500 mg, 0.97 mmol), 2,5-dichloropyrazine (290 mg, 1 .94mmol), Pd2(dba)3 (178 mg, 0.194 mmol), Xantphos (225 mg, 0.388 mmol) and CS2CO3 (630 mg, 1 .94 mmol) in toluene (5 ml.) was stirred at 100C under N2 atmosphere overnight. The resulting mixture was partitioned between EtOAc and H20. After the layers were separated, the organic layer was washed with brine, dried over Na2S04, filtered and concentrated to give the crude product which was purified by flash chromatography (silica gel, 0-30% EtOAc in PE) to afford the title compound (410 mg, 67% yield). LCMS (ESI) m/z calcd for C34H55CIN4O3S1: 630.37. Found: 631 .39/633.40 (M/M+2)+.

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; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; KAZMIERSKI, Wieslaw M.; (62 pag.)WO2019/116171; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 5521-58-4, name is 5-Methylpyrazin-2-amine, 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. 5521-58-4

(i) A solution of bromine (0.11 ml) in chloroform (20 ml) was added dropwise over 20 minutes to a solution of 2-amino-5-methylpyrazine (0.218 g) in chloroform (30 ml) which was protected from light. The reaction mixture was stirred for 90 minutes after addition was complete and was then washed with water (50 ml). The organic phase was dried (MgSO4) and volatile material was removed by evaporation to give a yellow oil. The oil was purified by elution with dichloromethane through a silica gel Mega Bond Elut column to give 2-amino-3-bromo-5-methylpyrazine (0.286 g) as white solid, m.p. 51-52 C.; mass spectrum (positive chemical ionisation (+ve CI)): 188 (M+H)+.

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 5521-58-4.

Reference:
Patent; Zeneca Ltd.; US5668137; (1997); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

32111-21-0, The chemical industry reduces the impact on the environment during synthesis 32111-21-0, name is 2-Iodopyrazine, I believe this compound will play a more active role in future production and life.

Preparation 124: 2,4-Dimethoxy-5-pyrazin-2-yl-pyrimidine (Prep124); 2,4-Dimethoxy-pyrimidine-5-boronic acid (1.33 g, 7.27 mmol) was dissolved in degassed n-PrOH (20 ml) and then 2-iodo-pyrazine (1.0 g, 4.85 mmol), Na2CO3 (1.02 g, 9.70 mmol), PPh3 (127 mg, 0.48 mmol) and Pd(OAc)2 (54 mg) were added. The suspension was stirred at reflux for 4 hours. The solvent was evaporated under vacuum and the crude was partitioned between water and DCM. The organic phase was dried (Na2SO4) and evaporated. The crude was purified by flash chromatography eluting with DCM-MeOH- NH4OH (99-1-0.1 ) to give 481 mg of the title compound (45% yield).MS (ES) (mlz): 219.1 [M+H]*.

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

Reference:
Patent; Glaxo Group Limited; WO2007/113232; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, Adding a certain compound to certain chemical reactions, such as: 19745-07-4, name is 2,5-Dichloropyrazine, 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 19745-07-4.

Step A: ethyl \ 1 -(5 -chloropyrazm-2-y )piperidm-4-yl] acetate2,5-Dichloropyrazine (1.42 g, 9.53 mmol, 1.0 equiv.) and ethyl piperidin-4-ylacetate(1.66 g, 9.69 mmol, 1.02 equiv.) were dissolved in DMF (23 mL) and stirred at roomtemperature. Cesium carbonate (5.0 g, 15.35 mmol, 1.61 equiv.) was added and the resulting reaction suspension was stirred in a 55¡ãC oil bath for 3 hrs while under N2(g)- The reaction suspension was filtered to remove solids and to collect the DMF solution, which was mostly concentrated to a suspension. The suspension was dissolved in EtOAc / 13/40. After shaking, theEtOAc phase was dried over Na2S04, filtered, and concentrated to a residue. Purification with Biotage SP-1 [ SNAP lOOg cartridge Hexanes:EtOAc 0 > 10percent 2CV; 10 > 80percent 10CV; 80percent 2CV ] isolated the desired product. LC-MS (ES, m z): Ci3Hl8ClN302: 283; Found: 284[M+Hf.

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, 2,5-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK SHARP & DOHME CORP.; LIU, Jian; BALKOVEC, James, M.; KRIKORIAN, Arto, D.; GUIADEEN, Deodial; YANG, Ginger; JIAN, Tianying; WU, Zhicai; YU, Yang; NARGUND, Ravi, P.; VACHAL, Petr; DEVITA, Robert, J.; HE, Shuwen; LAI, Zhong; BLEVIS-BAL, Radhika, M.; CERNAK, Timothy, A.; SPERBECK, Donald, M.; HONG, Qingmei; WO2012/96813; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 5780-66-5, name is Pyrazine-2-carbaldehyde, molecular formula is C5H4N2O, 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. 5780-66-5

EXAMPLE 2; This example describes synthesis of another mid-transition metal complex of the invention, with ligand synthesis as illustrated in Scheme 3 and described in part (a), and metallation as illustrated in Scheme 4 and described in part (b). [00163] (a) The imine-containing ligand 3 may be synthesized by reaction of 2,6-pyrazine carboxaldehyde with 2,6-diisopropylanine as illustrated in Scheme 3: [C00023] [00164] A 250-mL flask is charged with 2,6-pyrazine carboxaldehyde and methanol. A slight excess of 2,6-diisopropylaniline (1.1 eq) is added by pipet. The mixture is stirred at room temperature in methanol for 1 d. The solvent and unreacted aniline are removed in vacuo to give the desired product.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5780-66-5, its application will become more common.

Reference:
Patent; SRI International; US6841676; (2005); B2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, A common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, molecular formula is C4H2Cl2N2, 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.

Into a 250 ml 3-necked round bottom flask, was placed 45percent hydriodic acid (60 ml). To this was added sodium iodide (25 g, 0.17 mol). To the mixture was added XV-B-86 (10.5 g, 0.07 mol). The resulting solution was allowed to react at room temperature. Adjustment of the pH to >8 was accomplished by the addition of 20 g NaOH in 50 g ice to afford XV-C-86.

The synthetic route of 19745-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Kalypsys, Inc.; US2005/234046; (2005); 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. 274-79-3, name is Imidazo[1,2-a]pyrazine, A new synthetic method of this compound is introduced below., 274-79-3

Stage 2. The imidazo [1 , 2-a] pyrazine (7.2 g, 60.44 mmole) was dissolved in 2-methoxyethanol (100 ml) and Pttheta2 (1.2 g, 5.13 mmole) was added. The reaction mixture was stirred overnight at RT in an autoclave under a hydrogen atmosphere (4 bar). The autoclave was then flushed with nitrogen, the reaction mixture was filtered through filter earth, concentrated, and the solvent residues were then extracted with toluene. Purification was carried out by column chromatography on silica gel (DCM / 7 N NH3 in methanol, 95:5)

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; GRUeNENTHAL GMBH; WO2009/90055; (2009); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem