Tag: M.W=100-200

Application of 33332-25-1, 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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

A solution of methyl 5-chloropyrazine-2-carboxylate (1.0 g, 5.79 mmol) and morpholine (756 mg, 8.69 mmol) in DMSO (10 mL) was added K2C03(2.4 g, 17.4 mmol). The mixture washeated to 100 C for 4 hours and then cooled to r.t. Water (20 mL) was added and the mixture was extracted with EA(20 mLx3).The combined organic phase was washed with water (20 mL) and brine (20 mL).It was then dried over anhydrous Na2SO4 and concentrated to give the desired product as a yellow solid (850 mg) which was used directly next step. ESI-MS m/z:224.1 [M+Hj.

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

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; SHOOK, Brian, C.; KIM, In, Jong; BLAISDELL, Thomas, P.; YU, Jianming; PANARESE, Joseph; OR, Yat, Sun; (434 pag.)WO2017/15449; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 89464-87-9, 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. 89464-87-9 name is 3-Methoxy-5-methylpyrazin-2-amine, 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.

A. N-(3-Methoxy-5-methyl-2-pyrazinyl)-2-bromobenzenesulfonamide 2-amino-3-methoxy-5-methylpyrazine (1.50 g, 10.8 mmol; synthesised according to Bradbury, R. H., et. al. J. Med. Chem. 1997, 40, 996-1004) and 2-bromobenzenesulfonyl chloride (2.80 g, 11.0 mmol) were reacted according to the procedure of Example 25, Step A. 44A was a pink solid, 2.0 g (52%).

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

Reference:
Patent; Murugesan, Natesan; Tellew, John E.; Macor, Jhon E.; Gu, Zhengxiang; US2002/143024; (2002); A1;; ; Patent; Bristol-Myers Squibb Co.; US6638937; (2003); B2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 16298-03-6, name is Methyl 2-aminopyrazine-3-carboxylate, 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 16298-03-6, COA of Formula: C6H7N3O2

(Step 6-i) To a solution of methyl 3-aminopyrazine-2-carboxylate (5 g, 32.65 mmol) in 20 mL warm acetic acid was added to 2.8 mL of bromine dropwise. The reaction mixture was allowed to stand for 10 min, then added to 150 mL of water. The precipitate was collected and washed with water. After drying in vacuo, the resulting orange solid, methyl 3-amino-6-bromopyrazine-2-carboxylate, can be used directly without further purification.

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; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/36272; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 41110-29-6, 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. 41110-29-6 name is Methyl 3-methylpyrazine-2-carboxylate, 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.

Step 2: 3-(Methoxycarbonyl)-2-methylpyrazine 1-oxide In a 1-L flask, the methyl 3-methylpyrazine-2-carboxylate (step 1, 16.08 g, 106 mmol) was suspended in CHCl3 (300 mL). 3-chlorobenzoperoxoic acid (Aldrich, 24.62 g, 143 mmol) was added. The reaction mixture was heated to 70 C. for 16 h. The reaction mixture was quenched with saturated NaHCO3 (200 mL). The layers were separated, and the aqueous layer was further extracted with DCM (2*100 mL). The combined organic layers were dried over MgSO4, and the filtrate was concentrated to afford the title compound. MS m/z=169 [M+H]+. Calculated for C7H8N2O3: 168.

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

Reference:
Patent; MINATTI, Ana Elena; LOW, Jonathan D.; ALLEN, Jennifer R.; CHEN, Jian; CHEN, Ning; CHENG, Yuan; JUDD, Ted; LIU, Qingyian; LOPEZ, Patricia; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert M.; TAMAYO, Nuria A.; XUE, Qiufen; YANG, Bryant; ZHONG, Wenge; US2014/249104; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 75907-74-3, 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. 75907-74-3, name is (3,5,6-Trimethylpyrazin-2-yl)methanol belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

In a 50 ml round-bottom flask the compound TMP-OH (1.52 g 10 mmol) was added and dissolved in 20 mL of anhydrous ethanol active manganese dioxide (2.61 g 30 mmol) was added heated to reflux for 3 hours and monitored by TLC until the starting material completely comsumed and the resulting material was filtered and concentrated and separated with column chromatography eluted with ethyl acetate /petroleum ether (11) to give the compound TMP-CHO as a white solid (0.99 g 66) .

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, (3,5,6-Trimethylpyrazin-2-yl)methanol, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GUANGZHOU MAGPIE PHARMACEUTICAL CO., LTD; WANG, Yuqiang; YOUDIM, Moussa B.H.; SUN, Yewei; ZHANG, Zaizun; ZHANG, Gaoxiao; YU, Pei; YI, Peng; LIANG, Ming; LIU, Wei; WO2015/109935; (2015); 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. 914452-71-4, name is 2-Bromo-6-methylpyrazine, A new synthetic method of this compound is introduced below., Computed Properties of C5H5BrN2

To a solution of 2-bromo-6-methyl-pyrazine (300 mg, 1.7 mmol), hexamethylditin (0.45 mL, 2.1 mmol), and tetrakis(triphenylphosphine) (142 mg, 0.123 mmol) in 1,4-dioxane 8.0 mL was purged with N2 for 5 min. The reaction mixture was stirred at 100 C for 1 8h. The reaction was filtered through celite. The crude product was used in next step. MS (ESI) m/z: 259.1.

The synthetic route of 914452-71-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GENENTECH, INC.; DO, Steven; HU, Huiyong; KOLESNIKOV, Aleksandr; TSUI, Vickie, H.; WANG, Xiaojing; WO2014/1377; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 55557-52-3, A common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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: Compounds 5-10 (Supplemental Figure 6A, Scheme 1), 12-15 (Supplemental Figure 6B, Scheme 2), and 17, 18 (Supplemental Figure 6C, Scheme 3) were prepared by a modified procedure as reported by Kayser F. et al. (ref 1) and Chen Z. et al. (ref. 2). To a solution of the corresponding thiol, or phenol 4 (0.85 g, 5.0 mmol) in 15 ml DMF (N, N-Dimethylformamide) 3-chloropyrazine-2-carbonitrile (0.66 g, 4.76 mmol) and Na2CO3 (1.01 g, 9.52 mmol), or substituted chrolopyridines, or chlorobenzenes, were added respectively and the resulting mixture was refluxed at 80 C for 12 h. The DMF was evaporated at reduced pressure and the compound A residue was recrystallized from ethyl acetate. The rest of the compounds were purified by flash chromatography on silica gel with ethyl acetate:hexanes (5-100% gradient).

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:
Article; Freeman, Lita A.; Demosky, Stephen J.; Konaklieva, Monika; Kuskovsky, Rostislav; Aponte, Angel; Ossoli, Alice F.; Gordon, Scott M.; Koby, Ross F.; Manthei, Kelly A.; Shen, Min; Vaisman, Boris L.; Shamburek, Robert D.; Jadhav, Ajit; Calabresi, Laura; Gucek, Marjan; Tesmer, John J. G.; Levine, Rodney L.; Remaley, Alan T.; Journal of Pharmacology and Experimental Therapeutics; vol. 362; 2; (2017); p. 306 – 318;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 113305-94-5, name is 5-Aminopyrazine-2-carbonitrile, molecular formula is C5H4N4, 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. Recommanded Product: 113305-94-5

2-Amino-5-cyano pyrazine (0.25 g, 2.08 mmol) was dissolved in a mixture of 3:1 THF and DCM (40 mL) and pyridine (0.49 g, 6.2 mmol) was added. The mixture was stirred for 15 minutes then phenylchloroformate (0.97 g, 6.2 mmol) was added and the reaction mixture was heated at 50C for 2 hours. The reaction mixture was allowed to cool to room temperature then DCM (40 mL) and water (25 mL) were added. The separated organic layer was washed with water (2 x 25 mL), brine (25 mL), dried (Na2S0 ) and the solvents removed under reduced pressure to give the title compound (0.8 g) which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 113305-94-5, its application will become more common.

Reference:
Patent; SENTINEL ONCOLOGY LIMITED; BOYLE, Robert George; BOYCE, Richard Justin; WO2013/72502; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 33332-28-4, These common heterocyclic compound, 33332-28-4, name is 2-Amino-6-chloropyrazine, 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.

Acetic acid (600mg, 10 mmol) was added to a solution of 3-(cyclopentyloxy)-4- methoxybenzaldehyde (440mg, 2 mmol) , 6-chloropyrazin-2-amine (258 mg, 2 mmol) and sodium triacetoxyborohydride (1.2 g, 5.6 mmol) in 30 mL dichloroethane at room temperature. The resulting mixture was warmed up to 600C and stirred for 4 hours. The reaction mixture was quenched with water. The product was extracted with DCM (3x20ml). The organic layer was separated and dried over sodium sulfate. The organic solvent was evaporated to dryness. The crude product was purified by SiO2 column chromatography to give lOOmg of 6-chloro-N-(3-(cyclopentyloxy)-4-methoxybenzyl)pyrazin-2-amine. Yield: 15percent

Statistics shows that 2-Amino-6-chloropyrazine is playing an increasingly important role. we look forward to future research findings about 33332-28-4.

Reference:
Patent; LEXICON PHARMACEUTICALS, INC.; BOMONT, Catherine; DEVASAGAYARAJ, Arokiasamy; JIN, Haihong; MARINELLI, Brett; SAMALA, Lakshama; SHI, Zhi-Cai; TUNOORI, Ashok; WANG, Ying; WO2010/39957; (2010); 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. 56423-63-3, name is 2-Bromopyrazine, A new synthetic method of this compound is introduced below., Recommanded Product: 56423-63-3

A mixture of 4-bromo-2,6- difluorobenzaldehyde (2 g, 9.05 mmol), bis (pinacolato) diboron (3.22 g, 12.67 mmol), dichloro1,1?-bis(diphenylphosphino)ferrocene palladium (II) dichloromethane (739.04 mg, 0.9 mmol)and potassium acetate (1776.34 mg, 18.1 mmol) in 1, 4-dioxane (18 mL) were heated to 90Cfor 12 hours. After cooling to room temperature 2-bromopyrazine (1.64 ml, 18.1 mmol),tetrakis(triphenylphosphine)palladium (1. 05g, 0.9 mmol) and potassium carbonate (2 M, 11.31ml) were added. The mixture was degassed by pulling vacuum and back-filling with Ar (3x),then the reaction was heated to 90C for 12 horns, cooled to room temperature, diluted with EtOAc and washed with saturated solution of brine. The organic extract was dried over Na2SO4, filtered and concentrated under reduced pressure. The cmde residue was purified by silica column chromatography (0% – 100% EtOAc /DCM/) to afford P36 MS (ESI) mlz 221.1[M+Hjt

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; GILEAD SCIENCES, INC.; BACON, Elizabeth M.; CHIN, Elbert; COTTELL, Jeromy J.; KATANA, Ashley Anne; KATO, Darryl; LINK, John O.; SHAPIRO, Nathan; TREJO MARTIN, Teresa Alejandra; YANG, Zheng-Yu; (395 pag.)WO2018/145021; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem