Month: September 2021

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 36070-80-1, name is 5-Chloropyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Chloropyrazine-2-carboxylic acid

[000198] A solution of 5-chloro-pyrazine-2-carboxylic acid (10.00 g, 63.07 mmol) in tetrahydrofuran (126 mL) was treated with a solution of TERT-BUTYL 2,2, 2- trichloroacetimidate (23 ML, 126.14 mmol) in cyclohexane (126 mL). The reaction was stirred at 25C for 5 min and then was treated with boron trifluoride dimethyl etherate (3.2 mL, 25.23 mmol). The resulting reaction mixture was stirred at 25C for 16 h and then was diluted with ethyl acetate (200 mL), washed with a saturated aqueous sodium bicarbonate solution (200 mL) and water (200 mL), dried over sodium sulfate, filtered, and concentrated in vacuo. Biotage chromatography (FLASH 65M, Silica, 10% ethyl acetate/hexanes) afforded 5-chloro-pyrazine-2-carboxylic acid TERT-BUTYL ester (12.73 g, 94%) as a colorless oil: EI-HRMS m/e calcd for C9HNCLN202 (M) 214.0502, found 214.0510.

According to the analysis of related databases, 36070-80-1, the application of this compound in the production field has become more and more popular.

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. 109-08-0, name is 2-Methylpyrazine, A new synthetic method of this compound is introduced below., Formula: C5H6N2

To a solution of methyl picolinate (1.14 g, 1 mL, 8.3 mmol) and 2-methylpyrazine (0.78 g, 0.76 mL, 8.3 mmol) in THF (15 mL) was added NaH (60% in mineral oil, 0.5 g, 12 mmol). The mixture was refluxed for 16 h. Once cooled to room temperature, the mixture was poured into saturated aqueous solution of NH4CI (30 mL) and extracted with EtOAc (3 x 30 mL). Organic fractions were combined, washed with brine (30 mL), dried over MgS04, and the solvent was evaporated in vacuo. The product, purified by column flash chromatography (CTHC^MeOH; 10: 1 to 5: 1), was obtained as a yellow solid (1.3 g, 80 %). (‘ 11 NMR shows a mixture of the keto- and enol- forms in ratio ca. 1 : 1) (0265) NMR (500 MHz, CDC13) (ppm) 13.65 (s, 1H), 8.71 (ddd, / = 0.9, 1.8, 4.8 Hz, 1H), 8.67 – 8.64 (m, 2H), 8.58 (d, J = 1.1 Hz, 1H), 8.52 (dd, J = 1.6, 2.6 Hz, 1H), 8.46 (d, J = 2.6 Hz, 1H), 8.36 – 8.31 (m, 2H), 8.12 – 8.05 (m, 1H), 8.00 – 7.94 (m, 1H), 7.88 – 7.83 (m, 1H), 7.83 – 7.77 (m, 1H), 7.50 (ddd, J = (0266) 1.2, 4.7, 7.5 Hz, 1H), 7.32 (ddd, / = 1.2, 4.7, 7.5 Hz, 1H), 6.94 (s, 1H), 4.80 (s, 2H); (0267) 13C NMR (126 MHz, CDC13) d (ppm) 197.7, 162.0, 154.2, 152.9, 152.6, 152.1, 149.3, 149.3, 146.3, (0268) 145.2, 144.4, 142.9, 140.2, 140.0, 137.2, 137.2, 127.7, 124.4, 122.5, 120.5, 94.2, 44.5; (0269) HRMS calcd for C11H10N3O [M+H]+ 200.0818, found 200.0816.

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; MASARYKOVA UNIVERZITA; PARUCH, Kamil; CARBAIN, Benoit; HAVEL, Stepan; DAMBORSKY, Jiri; BREZOVSKY, Jan; DANIEL, Lukas; SISAKOVA, Alexandra; NIKULENKOV, Fedor; KREJCI, Lumir; (190 pag.)WO2019/201865; (2019); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 274-79-3, name is Imidazo[1,2-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 274-79-3, Recommanded Product: 274-79-3

General procedure: Imidazo[1,2-a]pyrazines (0.3 mmol), 2-chlorobenzaldehyde (0.33 mmol, 1.1 equiv.), K2CO3 (0.9 mmol, 3 equiv.), PivOH (30 mol%), Pd(OAc)2 (7.5 mol %), and Xantphos (15 mol %) were added to a 10 mL round-bottomed flask, and then a mixed solvent of 3 mL of DMF and 30 uL of H2O was added. The mixture was stirred under air at 110 C for 24 h. After the reaction was complete, the mixture was washed with water and extracted with ethyl acetate three times. The combined organic layer was dried with anhydrous MgSO4 and filtered. The filtrate was concentrated in vacuo. The crude product was purified by flash chromatography on silica gel using dichloromethane/methanol as the eluent to give the pure product.

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, Imidazo[1,2-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Mu, Bing; Li, Jingya; Zou, Dapeng; Wu, Yusheng; Chang, Junbiao; Wu, Yangjie; Tetrahedron Letters; vol. 58; 52; (2017); p. 4816 – 4821;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 1320266-90-7, The chemical industry reduces the impact on the environment during synthesis 1320266-90-7, name is 8-Chloro-3-isopropylimidazo[1,5-a]pyrazine, I believe this compound will play a more active role in future production and life.

To a solution of Intermediate 5-c (1.9 g, 9.7 mmol) in DMF cooled to 0C was slowly added a 0.7N solution of N-bromosuccinimide in DMF (15.2 ml, 10.7 mmol) under an atmosphere of nitrogen. After the addition was completed the reaction mixture was stirred for 15 minutes. Water was added; a precipitate formed, and was collected by filtration to provide Intermediate 5-e as a beige solid.

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, 8-Chloro-3-isopropylimidazo[1,5-a]pyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PHARMASCIENCE INC.; LAURENT, Alain; ROSE, Yannick; WO2015/74138; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 72788-94-4, Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 72788-94-4, name is 2-Chloro-5-(hydroxymethyl)pyrazine, This compound has unique chemical properties. The synthetic route is as follows.

Et3N (4.17 mL, 29.9 mmol) and mesyl chloride (1.57 mL, 20.3 mmol) were added to a solution of (5-chloro-2-pyrazinyl)methanol (45) (obtained by chlorination and reduction of 5-hydroxypyrazine-2-carboxylic acid, as reported by Kiener et al., 1994) (1.443 g, 9.98 mmol) in anhydrous THF (20 mL) at 0 0C. The mixture was stirred at 0 0C for 0.5 h, then partitioned between EtOAc and water. The organic fraction was dried (MgSO4) and the solvent was removed under reduced pressure to give the crude mesylate. The mesylate was dissolved in acetone (40 mL), sodium iodide (7.5 g, 50 mmol) was added, and the mixture was refluxed for 1 h. The solvent was removed under reduced pressure and the residue was partitioned between EtOAc and water. The organic fraction was concentrated under reduced pressure and the residue was chromatographed on silica gel (eluting with CH2Cl2) to give 2-chloro-5- (iodomethyl)pyrazine (46) (1.54 g, 61%), which was used immediately due to its instability.

The chemical industry reduces the impact on the environment during synthesis 2-Chloro-5-(hydroxymethyl)pyrazine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; GLOBAL ALLIANCE FOR TB DRUG DEVELOPMENT; DENNY, William, Alexander; THOMPSON, Andrew, M.; BLASER, Adrian; MA, Zhenkun; PALMER, Brian, Desmond; SUTHERLAND, Hamish, Scott; KMENTOVA, Iveta; WO2011/14774; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 56423-63-3, The chemical industry reduces the impact on the environment during synthesis 56423-63-3, name is 2-Bromopyrazine, I believe this compound will play a more active role in future production and life.

A sealed microwave vial containing (9R, 135)- 13 -[4-(2-amino-5 -chlorophenyl)-6-oxo- 1 ,6-dihydropyrimidin- 1 -yl]-3 ,9-dimethyl-3 ,4,7, 15 -tetraazatricyclo [12.3.1.026]octadeca- 1(1 8),2(6),4, 14,1 6-pentaen-8-one hydrochloride (0.01 g, 0.017 mmol), prepareddescribed in Example 313, 2-bromopyrazine (5.51 mg, 0.035 mmol) and EtOH (1 ml)was heated in a microwave at 150 C for 30 mm, cooled to rt, and concentrated. To the residue were added Cs2CO3 (0.030 g, 0.093 mmol), Pd(OAc)2 (1.05 mg, 4.66 jimol),Xantphos (5.39 mg, 9.31 jimol), and 2-bromopyrazine (5.51 mg, 0.035 mmol), followeddioxane (0.93 1 ml). The reaction mixture was degassed with Ar for 10 mm. The vial was sealed and heated at 85 C. After 4 h, the reaction was cooled to rt and concentrated. Purification by reverse phase chromatography afforded (9R, 135)-i 3-(4- {5-chloro-2-[(pyrazin-2-yl)amino]phenyl} -6-oxo- 1 ,6-dihydropyrimidin- 1 -yl)-3 ,9-dimethyl-3 ,4,7, 15-tetraazatricyclo[ 12.3.1 .02?6]octadeca- 1(1 8),2(6),4, 14,1 6-pentaen-8-one trifluoroacetate(2.95 mg, 20% yield) as a yellow solid. MS(ESI) m/z: 582.5 (M+H). ?H NMR(400MHz, CD3OD) oe 9.09 (s, 1H), 8.73 (d, J=5.i Hz, 1H), 8.23 – 8.19 (m, 2H), 8.08 (dd,J=2.8, 1.4 Hz, 1H), 7.89 (d, J=2.6 Hz, 1H), 7.73 (s, 1H), 7.67 (d, J2.6 Hz, 1H), 7.53 (dd,J=5.i, 1.5 Hz, 1H), 7.50 (s, 1H), 7.43 (dd, J8.9, 2.5 Hz, 1H), 6.77 (s, 1H), 6.02 (dd,J=12.7, 4.3 Hz, 1H), 4.05 (s, 3H), 2.76 – 2.67 (m, 1H), 2.43 – 2.32 (m, 1H), 2.15 – 2.01 (m, 2H), 1.68 – 1.44 (m, 2H), 1.02 (d, J=6.8 Hz, 3H), 0.81 – 0.65 (m, 1H). Analytical HPLC (Method A): RT = 7.06 mm, 94.0% purity; Factor XIa Ki = 560 nM.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

33332-28-4, name is 2-Amino-6-chloropyrazine, 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. Recommanded Product: 2-Amino-6-chloropyrazine

Example 1C 6-(3-butenyloxy)-2-pyrazinamine A suspension of NaH (60percent, 618 mg, 15.45 mmol) in dioxane (30 mL) at 0° C. was treated with 3-buten-1-ol (1.33 mL, 15.45 mmol), stirred for 2 hours, treated with 2-amino-6-chloropyrazine (1 g, 7.72 mmol), stirred at 100° C. for 2.5 days, cooled to room temperature, and diluted with ethyl acetate. The mixture was washed with water, dried (MgSO4), filtered, and concentrated. The concentrate was purified by flash column chromatography eluding with hexanes/ethyl acetate (2:1) to provide the desired product (390 mg, 31percent). MS (DCI/NH3) m/z 166.12 (M+H)+; 1H NMR (500 MHz, benzene-d6) delta 2.66 (m, 2H), 4.42 (t, J=6.87 Hz, 2H), 5.24 (dd, J=10.22, 1.98 Hz, 1H), 5.30 (m, 1H), 6.04 (m, 1H), 7.64 (s, 1H), 7.65 (s, 1H).

The synthetic route of 33332-28-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Lin, Nan-Horng; Li, Gaoquan; Przytulinska, Magdalenna K.; Sowin, Thomas J.; Sullivan, Gerard M.; Tao, Zhi-Fu; Tong, Yunsong; Wang, Le; US2005/215556; (2005); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 38557-72-1 name is 2-Chloro-3,5-dimethylpyrazine, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. 38557-72-1

Part 1, Step B: A mixture of 2-chloro-3,5-dimethylpyrazine (28.5 g, 0.2 mol), prepared above, CuO (0.8 g, 0.01 mol) and concentrated aqueous NH3 (28-30 %, 150 mL) was stirred in a sealed pressure vessel at 150 C for 3 days. After cooling, the mixture was concentrated to dryness and the residue was treated with ethyl acetate (500 mL), then stirred for 15 minutes and filtered. The precipitate was washed with additional ethyl acetate (about 1.5 L) until the starting material was no longer detected in the filtrate. The filtrates were combined and concentrated. The residue was chromatographed on a silica gel column (MeOH/CH2Cl2, 0-10%) to furnish a yellow/brownish solid (20.7 g, 84%). 1H NMR (500 MHz, CHLOROFORM-^) delta ppm 7.68 (1H, s), 2.46 (3H, s), 2.42 (3H, d, J=0.63 Hz).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Chloro-3,5-dimethylpyrazine, and friends who are interested can also refer to it.

Reference:
Patent; PTC THERAPEUTICS, INC.; CHEN, Guangming; DAKKA, Amal; KARP, Gary Mitchell; LI, Chunshi; NARASIMHAN, Jana; NARYSHKIN, Nikolai; WEETALL, Maria L.; WELCH, Ellen; ZHAO, Xin; WO2013/112788; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 16298-03-6, 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. 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 2 Synthesis of 3-Aminopyrazine-2-carboxamide (Intermediate 1) A solution of 3-amino-pyrazine-2-carboxylic acid methyl ester (5.0 g, 33 mmol) in concentrated ammonium hydroxide solution (30 mL) was heated at 60 C. for 3 h. The mixture was cooled to RT and the resulting solid filtered. After thoroughly washed with water followed by ether, the title compound was obtained as a brown solid (3.7 g, 82%). 1H NMR (500 MHz, DMSO-d6): delta 8.19 (d, J=2.4 Hz, 1H), 8.07 (br s, 2H), 7.80 (d, J=2.4 Hz, 1H), 7.59 (br s, 2H). MS (ES+): m/z 139 (M+H)+.

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, Methyl 2-aminopyrazine-3-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; TargeGen, Inc.; US2007/259876; (2007); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 19745-07-4, These common heterocyclic compound, 19745-07-4, name is 2,5-Dichloropyrazine, 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.

To a solution of 2,5-dichloropyrazine (2.91 mmole) in 1,2-dimethoxyethane (9 mL), was added 4-(phenoxyphenyl)lboronic acid (3.49 mmole) and tetrakis(triphenylphosphine)palladium (0.145 mmole) followed by 2M Na2CO3 (3 mL). The resulting mixture was heated at 85 C for 2 hours. The reaction mixture was diluted with ethyl acetate and filtered through celite. The organic extract was dried over Na2SO4 and evaporated in vacuo. The crude product was purifed by biotage chromatography and then with prep TLC eluting with 5percent ethyl acetate and hexane mixture to give 2-chloro-5-(4-phenoxyphenyl)pyrazine.

Statistics shows that 2,5-Dichloropyrazine is playing an increasingly important role. we look forward to future research findings about 19745-07-4.

Reference:
Patent; Gilead Palo Alto, Inc.; US2011/21521; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem