Month: April 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. 875781-43-4, name is 2-Bromo-5H-pyrrolo[2,3-b]pyrazine, A new synthetic method of this compound is introduced below., Formula: C6H4BrN3

Weigh 50g of 3-ethynyl-4-methyl benzoic acid methyl ester,56.9 g of 5-bromopyrrolo [2,3-b] pyrazine and 58 g of triethylamine in a reaction vessel,Add 500mL of N, N-dimethylacetamide dissolved,50 C,Under argon atmosphere, 8.0 g of PdCl2 (PPh3) 2 and 2.2 g of CuI were added,The reaction was heated to 80 for 24h.After the reaction,The reaction solution was slowly poured into aqueous ammonium chloride (35g of ammonium chloride dissolved in 700mL of purified water)After stirring 0.5h centrifugation,Drying gave the title compound,Yield 88%.

The synthetic route of 875781-43-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Shenghe Pharmaceutical Co., Ltd.; Wang Yong; Sha Xiangyang; Li Erna; Zhao Liwen; (10 pag.)CN106632347; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

117103-53-4, name is 2-Bromo-5-nitropyrazine, 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. HPLC of Formula: C4H2BrN3O2

Example 13 2 (R)- (3-CHLORO-4-METHANESULFONYL-PHENYL)-3-CYCLOPENTYL-N- (5- METHANESULFONYLAMINO-PYRAZIN-2-YL)-PROPIONAMIDE [000164] A solution of molten acetamide (1.58 g, 26.7 mmol) heated to 90C was treated with a mixture of 2-bromo-5-nitropyrazine (1.34 g, 6.58 MMOL), METHANESULFONAMIDE (1.88 g, 19.7 mmol), and potassium carbonate (2.30 g, 16.6 mmol). The resulting mixture was quickly brought to 145C. The resulting solution was stirred at 145C for 30 min. At this time, the reaction was cooled to 25C and then was treated with water (4 mL). This solution was cooled to 0C and then was treated with a IN aqueous hydrochloric acid solution until the pH of the solution was adjusted to pH=8. This solution was treated with charcoal and was filtered through a pad of celite (90/10 methylene chloride/methanol wash). The filtrate was partitioned, and the aqueous layer was extracted with a solution of 90/10 methylene CHLORIDE/METHANOL. The combined organic layers were dried over sodium sulfate, filtered, and concentrated in vacuo. Flash chromatography (Merck Silica gel 60,230-400 mesh, ethyl acetate) afforded N- (5-nitro- PYRAZIN-2-YL)-METHANESULFONAMIDE (583.9 mg, 40.6%) as a yellow solid: mp 204-207C ; EI-HRMS m/e calcd for C5H6N404S (M+H) + 219. 0183, found 219.0185.

The synthetic route of 117103-53-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2004/52869; (2004); 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. 76537-18-3, name is 3-Bromo-5-chloropyrazin-2-amine, A new synthetic method of this compound is introduced below., Recommanded Product: 3-Bromo-5-chloropyrazin-2-amine

3-Bromo-5-chloropyrazin-2-amine (200 mg, 0.96 mmol), triethylamine (290 mg, 2.88mmol), cuprous iodide (5 mg, 0.33 mmol) and palladium(II)bis(triphenylphosphine) dichloride(13 mg, 0.02 mmol) were dissolved in tetrahydrofuran (5 mL). The mixture was stirred at rt, thentrimethylsilylacetylene (0.15 mL, 1.06 mmol) was added dropwise to the mixture. After theaddition, the reaction mixture was warmed to 55 oc and stirred for 1 h. The reaction mixture wascooled to rt, and diluted with ethyl acetate (50 mL). The mixture was filtered. The filtrate wasconcentrated in vacuo, and the residue was purified by silica gel column chromatography(PE/EtOAc (v/v) = 3011) to give the title compound as a light yellow solid (208 mg, 96 %).MS (ESI, pos. ion) m/z: 227.00 [M+Ht;1H NMR (400 MHz, CDCh) 8 (ppm): 7.98 (s, 1H), 5.11 (s, 2H), 0.31 (s, 9H).

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; SUNSHINE LAKE PHARMA CO., LTD.; TANG, Changhua; REN, Qingyun; YIN, Junjun; YI, Kai; LEI, Yibo; WANG, Yejun; ZHANG, Yingjun; (303 pag.)WO2018/108125; (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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., Quality Control of Methyl 5-chloropyrazine-2-carboxylate

Diisobutylaluminum hydride (4.29 mL, 4.29 mmol) was added dropwise over 5 min to a solution of methyl 5-chloropyrazine-2-carboxylate (185 mg, 1.07 mmol) in tetrahydrofuran (10 mL) at -70 0C under an athmosphere of nitrogen. The reaction mixture was stirred at – 70 0C for 5 min and then allowed to reach ambient temperature and stirred over night. The reaction mixture was cooled on ice and approximately 2 mL of 1 M sodium hydroxide was added dropwise while stirring. The reaction mixuture was diluted with diethyl ether and stirred for 45 min at ambient temperature and then filtered. The filtrate was concentrated in vacuo and the residue was purified by column chromatography using a gradient of ethyl acetate in heptane to yield 43 mg (28 %) of the title product; 1H NMR (400 MHz, DMSO- dbeta) delta ppm 8.72 (d, 1 H), 8.52 – 8.55 (m, 1 H), 5.71 (t, 1 H), 4.64 (d, 2 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; ASTRAZENECA AB; WO2008/130320; (2008); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 138588-41-7, A common heterocyclic compound, 138588-41-7, name is Pyrazine-2-carboximidamide hydrochloride, molecular formula is C5H7ClN4, 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.

1,8-diazabicyclo[5.4.0]undec-7-ene (DBU; 14.4 g, 0.0944 mol) is added to a mixture of 2-(2,4,6-triflorophenyl)malonic acid diethyl ester (14.3 g, 0.0472 mol) and pyrazine-2-carboxamidine hydrochloride (9.00 g, 0.0566 mol) in 1-methyl-2-pyrrolidinone (NMP; 50 mL) solvent. The resulting mixture is heated to 95 C. while stirring for 7 hours. The mixture is cooled to about 50 C. and then HCl solution (37%, 5.6 mL) is added dropwise, keeping the temperature below 50 C. The mixture is then allowed to cool to about 20 C. Water (50 mL) is added dropwise over 20 minutes, causing the product to precipitate as a solid from the mixture (20-25 C.). The solid is collected by filtration, and the product cake is washed with water (300 mL). The solid is allowed to dry at 23 C. under atmospheric pressure for 24 hours, giving a yellow solid (11.5 g, 97% HPLC area, 76% yield. 1H NMR (DMSO-d6): d 12.45 (bs, 2H), 9.41 (s,1H), 8.91 (s,1H), 8.46 (m, 1 H), 7.23 (m, 2H).

The synthetic route of 138588-41-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wyeth; US2006/281760; (2006); 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. HPLC of Formula: C6H7ClN4O2

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

Adding a certain compound to certain chemical reactions, such as: 4744-50-7, name is 2,3-Pyrazinecarboxylic anhydride, 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 4744-50-7, category: Pyrazines

General procedure: Pyrazine-2,3-dicarboxylic anhydride (1.0 g, 6.7 mmol) was dissolved in tetrahydrofuran (40 mL)in an Erlenmeyer flask and the corresponding substituted aniline (6.7 mmol, 1 equiv.) was added in one dose. The reaction mixture was stirred for 1 hour at laboratory temperature. Water (30 mL) was added into the mixture followed by the saturated aqueous solution of NaHCO3 until pH 6 to form thecorresponding 3-(phenylcarbamoyl)pyrazine-2-carboxylic acid 1-18. Obtained crystals were filtered off and washed with water. The progress of the procedure was monitored by TLC eluted with thesystem water/butanol/acetic acid 5:4:1.

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, 2,3-Pyrazinecarboxylic anhydride, 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 123-32-0, 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. 123-32-0, name is 2,5-Dimethylpyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below.

2,5-Dimethylpyrazine (6, 21.8g, 200mmol) in AcOH (400mL) was oxidized with NaBO3¡¤4H2O (37.0g, 240mmol) by stirring and heating at 80C for 6h. The mixture was concentrated in vacuo. The residue was made alkaline by the addition of 2M NaOH in water, and extracted with Et2O. The extract was concentrated in vacuo, and the residue was chromatographed over SiO2 (100g). Elution with hexane/EtOAc (4:1-1:1) gave 15.0g (60%) of 7 as a solid, numax (nujol): 3090 (w), 3065 (w), 1605 (m), 1514 (w), 1377 (m), 1352 (m), 1310 (m), 1287 (m), 1222 (m), 1011 (m), 744 (m).

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

Reference:
Article; Mori, Kenji; Yang, Chang Yeol; Tetrahedron; vol. 73; 32; (2017); p. 4766 – 4769;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 939412-86-9, A common heterocyclic compound, 939412-86-9, name is (3-Chloropyrazin-2-yl)methanamine hydrochloride, molecular formula is C5H7Cl2N3, 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.

(3-Chloropyrazin-2-yl)methanamine hydrochloride (content 77%, 1.634 g, 6.99 mmol) and 1 -methyl-5- oxopyrrolidine-3-carboxylic acid (1.000 g, 6.99 mmol) were suspended in dichloromethane (20 ml) and the reaction mixture was cooled to 0C under an argon atmosphere. N,N-diisopropylethylamine (3.05 ml, 17.48 mmol), 1 -ethyl-3-(3-dimethylaminopropyl) carbodiimide) hydrochloride (1.474 g, 7.69 mmol) and 1-hydroxy- 7-azabenzotriazole (0.476 g, 3.50 mmol) were added and the reaction mixture was stirred at room temperature overnight. Reaction was worked up by evaporting the solvents and a dark brown oil was obtained. This crude product was submitted to column chromatography (silica gel; dichloromethane / methanol 96/4) to yield impure material that was further purified by column chromatography (silica gel; dichloromethane / methanol 99/1 ) to give N-((3-chloropyrazin-2-yl)methyl)-1 -methyl-5-oxopyrrolidine-3- carboxamide (1.24 g).

The synthetic route of 939412-86-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; N.V. ORGANON; MAN de,, Adrianus Petrus Antonius; REWINKEL,, Johannes Bernardus Maria; JANS,, Christiaan Gerardus Johannes Maria; RAAIJMAKERS,, Hans Cornelis Andreas; WIJKMANS,, Jacobus Cornelis Henricus Maria; WO2011/95556; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 1174321-06-2, These common heterocyclic compound, 1174321-06-2, name is 5-(Difluoromethyl)pyrazine-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.

A mixture of Example 130E (0.05 g, 0.146 mmol), 5-(difluoromethyl)pyrazine-2- carboxylic acid (0.029 g, 0.168 mmol) and N-ethyl-N-isopropylpropan-2-amine (0.102 mL, 0.583 mmol) in N,N-dimethylformamide (1.5 mL) was treated with 2-(3H-[1,2,3]triazolo[4,5- b]pyridin-3-yl)-1,1,3,3-tetramethylisouronium hexafluorophosphate(V) (0.083 g, 0.219 mmol), and the reaction was stirred at ambient temperature for 30 minutes. Volatiles were removed under high vacuum, and the residue was purified by HPLC (10~95% acetonitrile in 0.1% trifluoroacetic acid/water on Phenomenex C185 mum (250 mm ¡Á 21.2 mm) column at a flowrate of 25 mL/minute) to give 43 mg of the title compound as a solid. 1H NMR (400 MHz, DMSO-d6) delta ppm 9.19 (d, J = 1.4 Hz, 1H), 8.94 (d, J = 1.2 Hz, 1H), 8.03 (s, 1H), 7.45 (t, J = 8.9 Hz, 1H), 7.28 (d, J = 6.0 Hz, 1H), 7.16 (m, 1H), 7.076.98 (m, 1H), 6.80 (ddd, J = 9.0, 2.9, 1.2 Hz, 1H), 5.13 (d, J = 4.4 Hz, 1H), 4.44 (s, 2H), 4.08 (ddd, J = 9.9, 5.4, 3.1 Hz, 1H), 2.39 (ddd, J = 12.6, 9.5, 2.5 Hz, 1H), 2.132.01 (m, 2H), 1.95 (q, J = 4.8, 2.6 Hz, 1H), 1.941.76 (m, 6H); MS (ESI+) m/z 499.1 (M+H)+.

The synthetic route of 1174321-06-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CALICO LIFE SCIENCES; ABBVIE, INC.; SIDRAUSKI, Carmela; PLIUSCHEV, Marina; FROST, Jennifer, M.; BLACK, Lawrence, A.; XU, Xiangdong; SWEIS, Ramzi, Farah; SHI, Lei; ZHANG, Qinwei, I.; TONG, Yunsong; HUTCHINS, Charles, W.; CHUNG, Seungwon; DART, Michael, J.; (661 pag.)WO2017/193063; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem