Month: May 2021

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. 13924-99-7, name is 6-Oxo-1,6-dihydropyrazine-2-carboxylic acid, A new synthetic method of this compound is introduced below., HPLC of Formula: C5H4N2O3

Example 68. Formula II: R1 =CH3; R2 =R3 =H; R4 =OCH3 To 0.42 g (0.003 mol) of 6-hydroxy-pyrazinoic acid suspended in 10 mL of anhydrous methanol was added 4 mL of (0.030 mol) of chlorotrimethylsilane. The resultant mixture was allowed to stir for 48 hours at room temperature during which time the suspension became a solution. It is expected that this procedure may be used to convert 6-hydroxypyrazinoic acid to any 6-alkoxypyrazinoic ester by the use of the appropriate alcohol and, when the alcohol is not a liquid, the use of an inert solvent such as THF. The solvent and excess chlorotrimethylsilane were removed in vacuo by rotary evaporation. The crude product was purified by column chromatography on silica gel with a hexane-ethyl acetate gradient to yield 0.11 g (22%) of methyl 6-methoxypyrazinecarboxylate.

The synthetic route of 13924-99-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Research Foundation of State University of NY; US5643912; (1997); A;,
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. 446286-90-4, name is 2-Bromo-5-(piperazin-1-yl)pyrazine, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H11BrN4

To a CH2Cl2 (150 mL) solution of Example 1, Part B (17 g, 50 mmol) in an ice bath was added trifluoroacetic acid (30 mL). The solution was stirred for 4 hr at room temperature, and then stripped in vacuo. The residue was partitioned between EtOAc (250 mL) and saturated NaHCO3 (200 mL). The organic layer was separated, and the aqueous layer extracted with EtOAc and CH2Cl2 (200 mL each). The combined organic extracts were washed with brine, dried over MgSO4, and evaporated to afford the crude piperazine in the form of a yellow solid (MS: m/z=243, 245 (M+H)). The resulting crude product was dissolved in CH2Cl2 (150 mL), and then cooled in an ice bath. To the resulting mixture was added Et3N (8.8 mL, 63 mmol) and methanesulfonyl chloride (4.2 mL, 55 mmol). The solution was stirred for 16 hr at room temperature. The mixture was then washed with water and brine, dried over MgSO4, and evaporated to produce 14.3 g (89% yield) of the desired sulfonamide in the form of a pale yellow oil. MS: m/z=321, 323 (M+H).

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; Barta, Thomas E.; Becker, Daniel P.; Bedell, Louis J.; Boehm, Terri L.; Brown, David L.; Carroll, Jeffery N.; Chen, Yiyuan; Fobian, Yvette M.; Freskos, John N.; Gasiecki, Alan F.; Grapperhaus, Margaret L.; Heintz, Robert M.; Hockerman, Susan L.; Kassab, Darren J.; Khanna, Ish K.; Kolodziej, Stephen A.; Massa, Mark A.; McDonald, Joseph J.; Mischke, Brent V.; Mischke, Deborah A.; Mullins, Patrick B.; Nagy, Mark A.; Norton, Monica B.; Rico, Joseph G.; Schmidt, Michelle A.; Stehle, Nathan W.; Talley, John J.; Vernier, William F.; Villamil, Clara I.; Wang, Lijuan J.; Wynn, Thomas A.; US2005/9838; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 89-01-0, The chemical industry reduces the impact on the environment during synthesis 89-01-0, name is Pyrazine-2,3-dicarboxylic acid, I believe this compound will play a more active role in future production and life.

Pyrazine-2,3-dicarboxylic acid (4.0 g, 23.8 mmol) was dissolved in acetic anhydride (30 mL).The reaction mixture was refluxed for one hour, and subsequently cooled down to 0 C in ice bath.The obtained crystals of pyrazine-2,3-dicarboxylic anhydride were filtered off (yield 70%).

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, Pyrazine-2,3-dicarboxylic acid, other downstream synthetic routes, hurry up and to see.

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);,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1007128-70-2,Some common heterocyclic compound, 1007128-70-2, name is 5,8-Dibromopyrido[3,4-b]pyrazine, molecular formula is C7H3Br2N3, 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.

In a 50 mL round bottom flask, fitted with a condenser and under nitrogen, 5,8-Dibromo-pyrido[3,4-b]pyrazine (750.0 mg; 2.518 mmol), sodium iodide (1.1 g; 7.554 mmol) and chlorotrimethylsilane (319.6 m; 2.518 mmol) were added to anhydrous MeCN (5.0 ml). The brown suspension was heated to reflux and the tan suspension was stirred at reflux for 2h. The tan suspension was let cool to room temperature, poured into water (70 mL) and the brown suspension was stirred at room temperature for 30 min. The beige solid was filtered and the solid was dissolved in DCM and MeOH, adsorbed on a PuriFlash lOg celite column and purified by chromatography on a PuriFlash 40g 30u column (DCM for 20 column volumes). The major product eluted between 0.9 to 3.9 column volumes. The pure fractions were concentrated under reduced pressure and the brown solid was dried under vacuo to give 492 mg of a brown solid as the title compound (492.0 mg; 56.1 %). MS:336 [M+H]+.

The synthetic route of 1007128-70-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK PATENT GMBH; SHERER, Brian; LAN, Ruoxi; BRUGGER, Nadia; CHEN, Xiaoling; TOURE, Momar; CLEARY, Esther; DESELM, Lizbeth Celeste; WANG, Yanping; (397 pag.)WO2020/25517; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 40155-47-3, name is 3-Methoxypyrazine-2-carboxylic acid, 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. Computed Properties of C6H6N2O3

[0423] A solution of 3-amino-4-(4-(2,4-difluorophenoxy)piperidin-l-yl)benzonitrile (50 mg, 0.152 mmol), 3~niethoxypyrazme-2-carboxyiie acid (46.8 mg, 0.304 mmol), HATU (115 mg, 0.304 mmol) and DIPEA (106 mu,, 0.607 mmol) in DMF (759 muEpsilon) was stirred on a hot plate at 80C overnight. The reaction mixture was filtered through a Millipore filter, diluted with DMF and MeOH, and purified by HPLC (Shimadzu) eluting with a gradient of ACN in water (basic mode) to give the title compound as a light brown solid (68.7 mg, 97%). .H NMR (400 MHz, CDCb) delta ppm 2.07 – 2.18 (m, 2 H), 2.19 – 2.28 (m, 2 H), 2.91 (ddd, J=l 1.68, 8.02, 3.28 Hz, 2 H), 3.26 (ddd,./ 1 1.62. 7.58, 3.54 Hz, 2 H), 4.18 (s, 3 H), 4.37 – 4.45 (m, 1H), 6.78 ¡¤¡¤ 6.86 (m, 1H), 6.90 (ddd,.7=11, 12, 8.34, 3.03 Hz, 1H), 7.03 (td,.7=9.09, 5,56 Hz, 1H), 7.23 (d,.7=8,34 Hz, 1H), 7.41 (dd, J=8.34, 2.02 Hz, 1H), 8.26 (d, J=2.27 Hz, 1H), 8.41 (d, J=2.53 Hz, 1H), 8.93 (d,./ 1.77 Hz, 1H), 10.62 (s, 1H); ESI-MS m/z [M+H}+ 466.2.

The synthetic route of 3-Methoxypyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; GREEN, Jason; HOPKINS, Maria; JONES, Benjamin; KIRYANOV, Andre A.; KUEHLER, Jon; MONENSCHEIN, Holger; MURPHY, Sean; NIXEY, Thomas; SUN, Huikai; (300 pag.)WO2018/183145; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 213019-67-1, name is 3-(Trifluoromethyl)pyrazin-2-amine, molecular formula is C5H4F3N3, 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. Quality Control of 3-(Trifluoromethyl)pyrazin-2-amine

N-lodosuccinimide (3.4g, 15mmol) was added to a stirred suspension of 2-amino-3- trifluoromethylpyrazine (1 .63g, 10mmol) and trifluoroacetic acid (340mg, 3mmol) in acetonitrile (20ml) at room temperature. After stirring at room temperature for another 18 hours, the mixture was filtered. The filtrate was diluted with ethyl acetate and washed with a saturated aqueous solution of sodium thiosulfate. The organic layer was dried over sodium sulfate and concentrated under reduced pressure. The residue was purified by column chromatography on silica gel using petroleum ether/ethyl acetate = 5:1 as eluent to give 2-amino-3-trifluoromethyl-5-iodopyrazine (1.27g, 44%) as a yellow solid. (0278) 1H NMR (300Mz, DMSO-d6): delta 8.48 (s, 1 H), 7.06 (br s, 2H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 213019-67-1, its application will become more common.

Reference:
Patent; SYNGENTA PARTICIPATIONS AG; WAILES, Jeffrey, Steven; CARTER, Neil, Brian; CLOUGH, John, Martin; WILLIAMS, John; (57 pag.)WO2019/57723; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 5910-89-4, 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. 5910-89-4, name is 2,3-Dimethylpyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE III 2-(3-Hexyl-2-hydroxy-4-phenyl-3-buten-1-yl)-3-methylpyrazine STR11 To a solution of lithium diisopropylamide (1.5 Molar, 73.3 mL, 0.11 mole) in 150 mL of tetrahydrofuran at -78 C. is added slowly to a solution of 2,3-dimethylpyrazine (10.8 g, 0.1 mole) in 100 mL of tetrahydrofuran. The mixture is allowed to warm to room temperature and then cooled to -78 C. A solution of alpha-hexylcinnamaldehyde (23.7 g, 0.11 mole) in 100 mL of tetrahydrofuran is added dropwise over 15 minutes. The reaction product mixture is then worked up according to the procedures of Example I to provide the title compound.

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, 2,3-Dimethylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Philip Morris Incorporated; Philip Morris Products Inc.; US5218118; (1993); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 19848-54-5, name is 2-Hydrazinyl-3-methylpyrazine, 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 19848-54-5, Formula: C5H8N4

Step B. lV1-(3-Methylpyrazin-2-yl)-222-trifluoroacetohydrazide; To 1.6 g (12.9 mmol) of the product from Step A at 0 C was added slowly and with vigorous stirring 16 mL of trifluoroacetic anhydride that had been cooled to 0 C. The resultant mixture was stirred at ambient temperature for 1 h, concentrated in vacuo, and made basic by treatment with methanolic ammonia. The residue was purified by column chromatography (silica gel, 5% methanol/0.5% ammonium hydroxide/dichloromethane) to give 2.83 g (100%) of the title compound. MS 221 (M+1).

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-Hydrazinyl-3-methylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; MERCK & CO., INC.; WO2003/82817; (2003); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 5521-61-9, name is 6-Methylpyrazine-2-carboxylic acid, 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. Quality Control of 6-Methylpyrazine-2-carboxylic acid

Step 5: 5-|(6-Meth l-p razine-2-carbonyl)-amino|-bicyclo|3.2.1joctane-l-carboxylic acid ethyl ester5-Amino-bicyclo[3.2.1 ]octane- l -carboxylic acid ethyl ester (0.5 g, 2.53 mmol) was dissolved in methylene chloride (10.0 mL, 156 mmol). 6-Methylpyrazine-2-carboxylic acid (0.35 g, 2.53 mmol), benzotriazol- 1 -yloxytris(dimethylamino)phosphonium hexafluorophosphate ( .12 g, 2.53 mmol) and triethylamine (0.71 mL. 5.07 mmol) in methylene chloride (10.0 mL, 156 mmol) were added. The mixture was stirred at rt for 2 hours. The mixture was concentrated under reduced pressure. The resulting residue was purified on the Co b FI sh J system (hexane/ethyl acetate: 100/0 to 30/70 in 8 min, then hexane/ethyl acetate: 30/70) to afford 0.60 g (75percent) of the desired product. ESI-MS m/z: 3 18 (M + H)+

The synthetic route of 6-Methylpyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; H. LUNDBECK A/S; LI, Guiying; ZHOU, Hao; WEISS, Jesse; DOLLER, Dario; FORD, James; WO2012/88365; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 5910-89-4, name is 2,3-Dimethylpyrazine, molecular formula is C6H8N2, 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. HPLC of Formula: C6H8N2

(a) A solution of 10.0 g (93.0 mmol) 2,3-dimethylpyrazine and70.0 g (390 mmol) N-bromo-succinimide in 800 ml CCl4 was irradiatedwith a 250 Watt lamp at reflux temperature during 20 h. After cooling the solution was filtered and the organic phase waswashed with a 5% sodium thiosulfate solution and water. Afterevaporation of the organic phase, the residue was crystallized inethanol to give 29.1 g 2,3-bis-dibromomethyl-pyrazine (25) (74%).1H NMR (CDCl3, 400 MHz): 7.1 (s, 2H), 8.6 (s, 2H). MS (electrospray):m/z = 420 [M+1], 422 [M+3], 424 [M+5], 426 [M+7], 428 [M+9]. Mp: 167-170 C.(b) To a solution of 38.0 g (90.0 mmol) 2,3-bis-dibromomethylpyrazine(25) and 70.0 g (400 mmol) diethyl maleate in 450 mlDMF was added 40.0 g (270.0 mmol) NaI and the mixture washeated at 80 C during 20 h. After evaporation of the solvent, theresidue was dissolved in 1000 ml t-butyl-methyl ether and washedwith a 5% sodium thiosulfate solution and water (5 times). Evaporationof the solvent and purification of the residue with flashchromatographygave 9.1 g quinoxaline-6,7-dicarboxylic aciddiethyl ester (26) (37%) as a dark oil.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 5910-89-4, its application will become more common.

Reference:
Article; Jeanguenat, Andre; Durieux, Patricia; Edmunds, Andrew J.F.; Hall, Roger G.; Hughes, Dave; Loiseleur, Olivier; Pabba, Jagadish; Stoller, Andre; Trah, Stephan; Wenger, Jean; Dutton, Anna; Crossthwaite, Andrew; Bioorganic and Medicinal Chemistry; vol. 24; 3; (2016); p. 403 – 427;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem