Pyrazines

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. 768-05-8, name is Pyrazinoic acid hydrazide belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. COA of Formula: C5H6N4O

General procedure: To a stirred solution of the acid hydrazide 5 (2mmol, 0.27g) in absolute ethanol (10ml), the appropriate heteroaromatic ketone or substituted pyrazolaldehyde (2mmol) was added in the presence of catalytic amount of glacial acetic acid (5 drops), the mixture was refluxed for 12-16h. The product obtained was filtered, washed with diethyl ether, dried and recrystallized from ethanol.

The synthetic route of 768-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hassan, Nayera W.; Saudi, Manal N.; Abdel-Ghany, Yasser S.; Ismail, Azza; Elzahhar, Perihan A.; Sriram, Dharmarajan; Nassra, Rasha; Abdel-Aziz, Marwa M.; El-Hawash, Soad A.; Bioorganic Chemistry; vol. 96; (2020);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 1174321-06-2, A common heterocyclic compound, 1174321-06-2, name is 5-(Difluoromethyl)pyrazine-2-carboxylic acid, molecular formula is C6H4F2N2O2, 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.

Example 140 N-(3-((6S,7R)-9-amino-6-fluoro-7-methyl-5,5-dioxido-5-thia-8-azaspiro[3.5]non-8-en-7-yl)-4-fluorophenyl)-5-(difluoromethyl)pyrazine-2-carboxamide As described in the HATU coupling procedure, tert-butyl ((6S,7R)-7-(5-amino-2-fluorophenyl)-6-fluoro-7-methyl-5,5-dioxido-5-thia-8-azaspiro[3.5]non-8-en-9-yl)carbamate (127 mg, 0.296 mmol) and 5-(difluoromethyl)pyrazine-2-carboxylic acid (61.8 mg, 0.355 mmol) were combined to provide the title compound (120 mg, 0.205 mmol, 69.3% yield) as an off-white solid. LC/MS (ESI+) m/z=486 (M+H). 1H NMR (400 MHz, DMSO-d6) ppm 10.91 (s, 1H) 9.37-9.39 (m, 1H) 9.08-9.10 (m, 1H) 7.81-7.89 (m, 2H) 7.11-7.42 (m, 2H) 6.59 (br. s., 2H) 5.92 (d, J=1.00 Hz, 1H) 2.58-2.82 (m, 4H) 1.94-2.27 (m, 2H) 1.62 (d, J=3.52 Hz, 3H)

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; LEWIS, Richard T.; ALLEN, Jennifer R.; CHENG, Yuan; CHOQUETTE, Deborah; EPSTEIN, Oleg; GUZMAN-PEREZ, Angel; HARRINGTON, Paul E.; HUA, Zihao; HUNGATE, Randall W.; HUMAN, Jason Brooks; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; MINATTI, Ana Elena; OLIVIERI, Philip; ROMERO, Karina; RUMFELT, Shannon; RZASA, Robert M.; SCHENKEL, Laurie; STELLWAGEN, John; WHITE, Ryan; XUE, Qiufen; ZHENG, Xiao; ZHONG, Wenge; US2014/107109; (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. 486460-21-3, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C6H7F3N4

To adegassed solution of isopropyl (R)-2-amino-2-(4-bromophenyl)-4,4- dimethylpentanoate (57 mg, 0.017 mmol), 3-(trifluoromethyl)-5,6,7, 8-tetrahydro- [1 ,2,4jtriazolo[4,3-aj pyrazine (57 mg, 0.030 mmol), S-Phos phenethylamine chloride precatalyst (12 mg, 0.015 mol) in 1,4-dioxane (2 mL) was addedpotassium t-butoxide (57 g, 0.51 mmol). The reaction was stirred at 100C for 15 mm. The reaction mixture was cooled to rt, treated with saturated aq. ammonium chloride solution and EtOAc. The organic phase was dried over Na2SO4, filtered, concentrated down, and the residue was directly used in the next step.

The synthetic route of 486460-21-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GILEAD SCIENCES, INC.; CAI, Zhenhong R.; CHO, Aesop; BUENROSTRO, Ana Zurisadai Gonzalez; HAN, Xiaochun; JABRI, Salman Y.; MCFADDEN, Ryan; QI, Yingmei; VOIGT, Johannes; YANG, Hong; XU, Jie; XU, Lianhong; (545 pag.)WO2019/75291; (2019); 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. 19745-07-4, name is 2,5-Dichloropyrazine, A new synthetic method of this compound is introduced below., Product Details of 19745-07-4

l-(Pyridin-2-yl)piperazine (1.64 g, 1.53 ml, 10.1 mmol), 2,5-dichloropyrazine (1.5 g, 10.1 mmol) and CS2CO3 (5.25 g, 16.1 mmol) were dissolved in DMF (40 ml). The solution was stirred 17 h at 55 C. The solution was diluted with H20, then extracted with DCM (4 x) The combined organic layers were washed with brine, dried over MgS04, filtered and con centrated under vacuum. The crude material was purified by flash chromatography (DCM to DCM/0.6%MeOH) to yield 2-chloro-5-(4-(pyridin-2-yl)piperazin-l-yl)pyrazine (1.57 g, 55%). Light yellow solid. LC-MS: m/z = 276.l.[M+H]+.

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

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; HOFFMANN-LA ROCHE INC.; BORRONI, Edilio; GOBBI, Luca; HONER, Michael; EDELMANN, Martin; MITCHELL, Dale; HARDICK, David; SCHMIDT, Wolfgang; STEELE, Christopher; MULLA, Mushtaq; (151 pag.)WO2019/121661; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 69214-33-1, name is 8-Chloroimidazo[1,2-a]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. Formula: C6H4ClN3

8-chloroimidazo [1,2-a] pyrazine (1.07 g, 7 mmol) was dissolved in 15 mL glacial acetic acid, and liquid bromine (1.12 g, 7 mmol) was slowly added dropwise under an ice bath.Remove the ice bath after the addition and stir overnight at room temperature.TLC showed that the reaction was complete. Add 30 mL of saturated sodium sulfite solution and extract with ethyl acetate (30 mL * 3).The organic phases were combined and washed with 20 mL of saturated brine.Dry over anhydrous sodium sulfate, concentrate,Separation through a silica gel column gave 1.33 g of a pale yellow solid with a yield of 82%.

The synthetic route of 8-Chloroimidazo[1,2-a]pyrazine has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Xing Qingfeng; Ai Yixin; (85 pag.)CN110272426; (2019); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 4774-14-5,Some common heterocyclic compound, 4774-14-5, name is 2,6-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.

Preparation of tert-butyl (1-(6-chloropyrazin-2-yl)azetidin-3-yl)carbamate (LXV) is depicted below in Scheme 13. Step 1 (0850) To a solution of tert-butyl azetidin-3-ylcarbamate hydrochloride (LXIII) (2 g, 9.58 mmol) in dry DMF (19.2 mL) was added DIPEA (8.37 ml, 47.9 mmol). To this mixture was added 2,6-dichloropyrazine (LXIV) (1.428 g, 9.58 mmol) and the reaction was stirred at 95 C. for 3 hours. The reaction was quenched with water (20 mL) and extracted with EtOAc. The organic layer was dried over anhydrous Na2SO4, filtered and concentrated. The residue was purified by silica gel column chromatography (40 g) (100% hexanes?hexanes:EtOAc 1:1) to yield tert-butyl (1-(6-chloropyrazin-2-yl)azetidin-3-yl)carbamate (LXV) (2.2882 g, 8.04 mmol, 84% yield) as a white solid. ESIMS found for C12H17ClN4O2 m/z 285.1 (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 2,6-Dichloropyrazine, its application will become more common.

Reference:
Patent; Samumed, LLC; KC, Sunil Kumar; Wallace, David Mark; Cao, Jianguo; Chiruta, Chandramouli; Hood, John; (264 pag.)US2016/68551; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, 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. Computed Properties of C6H6N2O2

Step F: N-((1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methylcyclopentyl)-5-methylpyrazine-2-carboxamide 5-Methylpyrazine-2-carboxylic acid (0.135 g, 0.98 mmol) was dissolved in DMF (3 mL). HATU (0.447 g, 1.17 mmol) was added and the mixture stirred at ambient temperature for about 1 min. TEA (0.6 mL, 4.30 mmol) and (1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methylcyclopentylamine (0.250 g, 0.98 mmol) were added and the resulting mixture was stirred at ambient temperature for about 1 h. The mixture was diluted with DCM (10 mL) and washed with a saturated aqueous solution of NaHCO3 (5 mL). The organic layer was collected, dried over MgSO4, filtered and evaporated. The resulting solid was sequentially triturated with Et2O and MeOH. The resulting solid was filtered. The filtrate was evaporated to dryness. The solid was triturated with DCM/DMF (20/1 by volume) to give a white solid that was combined with solid recovered from the Et2O/MeOH filtrate. The combined solids were triturated with EtOAc, filtered and dried to give N-((1S,3S,4R)-3-(3H-imidazo[1,2-a]pyrrolo[2,3-e]pyrazin-8-yl)-4-methylcyclopentyl)-5-methylpyrazine-2-carboxamide (0.164 g, 44%); LC/MS (Table 1, Method a) Rt=1.7 min; MS m/z: 376 (M+H)+. Jak3 IC50=C

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBVIE INC.; Wishart, Neil; Bonafoux, Dominique F.; Frank, Kristine E.; Hobson, Adrian D.; Konopacki, Donald B.; Martinez, Gloria Y.; Wang, Lu; US2013/72470; (2013); 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. 69816-38-2, name is 5-(Trifluoromethyl)pyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. Recommanded Product: 5-(Trifluoromethyl)pyrazin-2-amine

Heat a mixture of 5-chloro-2- (3-methylpyridin-2-yl)- [1, 8] naphthyridine (51 mg, 0.2 MMOL), 2-AMINO-5-TRIFLUOROMETHYLPYRAZINE (42.0 mg, 0. 25 MMOL), xantphos (11.6 mg, 0.02 mmol), Pd2 (dba) 3 (18.3 mg, 0.02 mmol) and Cs2CO3 (130 mg, 0.4 mmol) in dioxane (2.0 mL) at 100C for 20 HOURS. COOL the mixture, concentrate under vacuum, dilute with EtOAc/ water (5.0 mL each), filter through celite, wash celite with EtOAc (2 x 5 mL) and dry the combined organic layers with MGS04. Filter the dried extract and concentrate under vacuum to afford the crude product. Purify by preparative TLC using 2% MEOH/ETOAC as eluent to afford the title compound as a yellow SOLID. H NMR (400 MHZ, DMSO-D6) 8 10.6 (s, 1H), 9.04 (d, 1H, J=2.1 Hz), 9.0 (s, LH), 8.77 (s, 2H), 8.59 (d, 1H, J=1.6 Hz), 8.4 (s, 1H), 8.20 (d, 1H, J=2. 2 Hz), 7. 81 (d, IH, J=L. 9 Hz), 7.42 (dd, 1H), 2.65 (s, 3H). MS = 383. 11 (M+H).

The synthetic route of 69816-38-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NEUROGEN CORPORATION; WO2005/7652; (2005); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 109-08-0, A common heterocyclic compound, 109-08-0, name is 2-Methylpyrazine, molecular formula is C5H6N2, 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.

2-methylpyrazine (2 mmol), 4-methylbenzyl alcohol (4 mmol, 2 equiv.), CsOH (50 molpercent), 2.0 mL of toluene were sequentially added to a 100 mL reaction tube.The mixture was directly heated under air to 120 ° C for 24 h. The product was purified by column chromatography to give a yield of 76percent.

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; Wenzhou University; Xu Qing; Li Shuangyan; Chen Jianhui; Yuan Xueqin; Zhang Zhengping; (13 pag.)CN104529889; (2018); B;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 13924-95-3, name is Methyl 5-hydroxypyrazine-2-carboxylate, 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. Application In Synthesis of Methyl 5-hydroxypyrazine-2-carboxylate

Step 1 5-Bromo-pyrazine-2-carboxylic acid methyl ester A solution of 5-hydroxy-pyrazine-2-carboxylic acid methyl ester (2.56 g, 16.61 mmol) in phosphorous oxybromide 9.9 g, 34.9 mmol) were heated at 90 C. for 70 mins. The reaction was allowed to cool and the resulting solid carefully dissolved in methanol and then the solvent was evaporated in vacuo. The residue was partitioned between EtOAc and sat. NaHCO3 and the organic extracts were washed with brine, dried (Na2 SO4) and evaporated in vacuo. The residue was chromatographed (silica gel, EtOAc:Hexanes 40:60) to afford the title compound. 1 H NMR (400 MHz, CDCl3) delta 9.06 (d, J=1.4 Hz,1H), 8.80 (d, J=1.4 Hz,1H), and 4.04 (s, 3H) ppm.

The synthetic route of Methyl 5-hydroxypyrazine-2-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck & Co., Inc.; US5939439; (1999); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem