Tag: M.W=100-200

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. 6905-47-1, name is 2-Amino-6-methoxypyrazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C5H7N3O

A procedure similar to Example 59 (Method B), Parts A and B was used, except that 6-(methyloxy)-2-pyrazinamine (52.4 mg, 0.419 mmol) was used instead of 4-pyrimidinamine to add to the reaction mixture in Part A, to provide the Title compound. MS (ES+) m/z 420.9 (MH+). 1H NMR (400 MHz, METHANOL-d4) delta ppm 1.07-1.24 (m, 2H) 1.34-1.45 (m, 1H) 1.47-1.68 (m, 4H) 1.70-1.97 (m, 4H) 2.14-2.29 (m, 1H) 2.46-2.61 (m, 1H) 2.84-2.99 (m, 1H) 3.19-3.29 (m, 1H) 3.50 (dd, J=14.02, 4.42 Hz, 1H) 3.61-3.81 (m, 1H) 3.86-4.01 (m, 4H) 4.72 (q, J=7.49 Hz, 1H) 7.86 (s, 0.7H) 7.88-7.94 (m, 1H) 8.26 (s, 0.3H) 8.89 (s, 1H)

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 6905-47-1.

Reference:
Patent; Glaxosmithkline LLC; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T.; US2013/345120; (2013); A1;; ; Patent; GlaxoSmithKline Intellectual Property (No. 2) Limited; Aubart, Kelly M.; Benowitz, Andrew B.; Fang, Yuhong; Hoffman, James; Karpinski, Joseph M.; Knox, Andrew Nicholson; Liao, Xiangmin; Qin, Donghui; Shi, Dongchuan; Spletstoser, Jared T.; US8901119; (2014); B2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 56423-63-3, name is 2-Bromopyrazine, 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 56423-63-3, Formula: C4H3BrN2

General procedure: These compounds were synthesized according to previously reported method.3 Under nitrogen atmosphere, to a mixture of 25 (3.0 mmol), K2CO3 (4.5 mmol) and CuI (0.3 mmol) in DMA (10 mL) was added 24a-24c (3.0 mmol). The reaction flask was heated to 90 C and stirred for 36-48 h. After being cooled to rt, the reaction mixture was diluted with ethyl acetate and water. Under cooling with ice/water, concentrated HCl was added to adjust the pH to 3. The organic phase was separated, and the aqueous phase was extracted with ethyl acetate. The combined organic phase was washed with brine, dried over anhydrous Na2SO4, and the solvent was removed under reduced pressure. The crude product was purified by silica gel column chromatography to yield the desired compounds 26a-26c.

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Reference:
Article; Xu, Yulong; Yang, Xicheng; Chen, Yiyi; Chen, Hao; Sun, Huijiao; Li, Wei; Xie, Qiong; Yu, Linqian; Shao, Liming; Bioorganic and Medicinal Chemistry Letters; vol. 28; 12; (2018); p. 2148 – 2152;,
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. 54608-52-5, name is 2-Hydrazinopyrazine belongs to Pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: 2-Hydrazinopyrazine

A solution of 2-hydrazinopyrazine (1.10 g) in trifluoroacetic anhydride (10 mL) was stirred at room temperature for 4 h. To the mixture was added PPA (12 mL). The reaction mixture was heated at 80 C. for another 15 h. The reaction mixture was cooled to room temperature and filtered to afford the title compound as a white solid (0.94 g, 50.00%). The compound was characterized by the following spectroscopic data: MS (ESI, pos. ion) m/z: 189.0 (M+1); 1H NMR (400 MHz, CDCl3) delta: 8.64 (s, 3H).

The synthetic route of 54608-52-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; Zhang, Jiancun; Zhang, Yingjun; Zhang, Weihong; Liu, Bing; Zhang, Jiquan; Liu, Jinlei; Zhang, Lu; US2014/228361; (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. 75907-74-3, name is (3,5,6-Trimethylpyrazin-2-yl)methanol, A new synthetic method of this compound is introduced below., HPLC of Formula: C8H12N2O

Were added 2-hydroxymethyl-3,5,6-trimethyl pyrazine in 250mL three-necked flask (9.5g, 62.5mmol), MnO2(16.2g, 187.5mmol), ethanol 100mL, refluxed for 12h, TLC (petroleum ether – ethyl acetate 2: 1) detecting the reaction is substantially complete, cooled, filtered, recovering ethanol under reduced pressure to give a yellow solid by silica gel column chromatography (petroleum ether – ethyl acetate 4: 1) to give 8.8 g of a pale yellow solid, yield 93.9%.

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; Anhui University of Chinese Medicine; Hefei Medical Engineering Pharmaceutical Co., Ltd.; Hefei Enruite Pharmaceutical Co., Ltd.; Li Jiaming; He Guangwei; Zhang Yang; Huang Weijun; Zhang Yanchun; Liu Weizhong; Zuo Jian; Liu Huicai; Zhu Panhu; Wang Yujun; (14 pag.)CN106518791; (2017); A;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 54608-52-5, In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 54608-52-5 as follows.

Intermediate 245 5-methyl-3 -phenyl- 1 -(pyrazin-2-yl)- 1 H-pyrazol-4-amine [00611] Step A: 2-(5-methyl-4-nitroso-3-phenyl- 1 H-pyrazol- 1 -vDpyrazine. To a solution of 2-hydrazinylpyrazine (0.485 g, 4.40 mmol) in HOAc (6 mL) was added (2- (hydroxyimino)-l-phenylbutane-l,3-dione (0.765 g, 4.00 mmol) in small portions over 2 minutes. The mixture was stirred for 5 minutes and the resulting light orange suspension was stirred at 60 C for 6 hours. EtOH (1 mL) was added and the mixture was heated at 60 C for an additional 6 hours. The resulting dark green suspension was cooled to ambient temperature and the mixture was diluted with H20 (30 mL). The green suspension was stirred for 1 hour and the solid was collected via vacuum filtration. The collected solid was washed with 0 and dried in vacuum. The solid was suspended in EtOH (25 mL) and concentrated HC1 (500 ) was added. The mixture was heated at reflux for 20 hours, cooled to ambient temperature and diluted with chilled H20 (75 mL). The mixture was treated with 1M NaOH to pH=7 and was extracted with Et20 (3X). The combined extracts were washed with saturated NaCl and dried over MgS04. The dried solution was filtered through packed Celite and concentrated. The residual green-yellow solid was purified on a Si02 column using step gradient elution (25% CH2C12, 50% EtOAc/hexanes) to furnish the title compound as a turquoise solid (325 mg, 31%). MS (apci) m/z = 266.1 (M+H).

According to the analysis of related databases, 54608-52-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ARRAY BIOPHARMA INC.; ALLEN, Shelley; BRANDHUBER, Barbara J.; CONDROSKI, Kevin Ronald; HUANG, Lily; KERCHER, Timothy; WINSKI, Shannon L.; WO2014/78408; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 14667-55-1, name is 2,3,5-Trimethylpyrazine, molecular formula is C7H10N2, 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 C7H10N2

Example 10 [00650] Preparation of Cpd 76 [00651] The bromoketone intermediate obtained in Step C, Example 6 (855 mg, 3.0 mmol) was mixed with 2,3,5-trimethylpyrazine (402 mg, 3.3 mmol) and acetonitrile (10.0 mL) in a sealed tube. The mixture was stirred at 80 C for 4 hr and cooled to room temperature, followed by the addition of triethylamine (1.3 mL, 9.0 mmol). After stirring for 0.5 hours at room temperature, the mixture was stirred at 60 C overnight. The solvent was removed on a rotovap and the residue was chromatographed (silica gel, ethylacetate in dichloromethane 30%) to provide the intermediate, 3-(l,3-dimethylpyrrolo[l,2-a]pyrazin-7-yl)-7-fluoro-lH-isochromen-l- one (782 mg, 85%). MS m/z 309.3 [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 14667-55-1, its application will become more common.

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

These common heterocyclic compound, 33332-29-5, name is 2-Amino-5-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. name: 2-Amino-5-chloropyrazine

General procedure: Isoquinolin-3-amine (3.23 g, 22.4 mmol) was added to a solution of 1,1′-thiocarbonyldipyridin-2(1H)-one (5.20 g, 22.4 mmol) in dichloromethane (50 mL) at room temperature. The reaction was stirred for 2 h, then purified by flash chromatography on silica gel (0-10% ethyl acetate in hexanes). Product fractions were combined and concentrated in vacuo to give 3-isothiocyanatoisoquinoline(3.9 g, 93 %) as a white solid.

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

Reference:
Article; Iwuagwu, Christiana; King, Dalton; McDonald, Ivar M.; Cook, James; Zusi, F. Christopher; Hill, Matthew D.; Mate, Robert A.; Fang, Haiquan; Knox, Ronald; Gallagher, Lizbeth; Post-Munson Amy Easton, Debra; Miller, Regina; Benitex, Yulia; Siuciak, Judy; Lodge, Nicholas; Zaczek, Robert; Morgan, Daniel; Bristow, Linda; Macor, John E.; Olson, Richard E.; Bioorganic and Medicinal Chemistry Letters; vol. 27; 5; (2017); p. 1261 – 1266;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 19745-07-4, name is 2,5-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. Recommanded Product: 19745-07-4

A mixture of methyl (R)-3-(3-amino-4-(isobutyl(tetrahydro-2H-pyran-4-yl)amino)phenyl) butanoate (120 mg, 0.34 mmol), 2,5-dichloropyrazine (104 mg, 0.69 mmol), Pd2(dba)3 (32.5 mg, 0.036 mmol), Xantphos (40 mg, 0.07 mmol) and K2C03 (143 mg, 1 .03 mmol) in toluene (5 mL) was stirred at 100¡ãC under N2 atmosphere overnight. The resulting mixture was partitioned between EtOAc and H20. The organic layer was washed with brine, dried over Na2S04, filtered and concentrated to give the crude product which was purified by flash chromatography (silica gel, 0-50percent EtOAc in PE) to afford the title compound (120 mg, 76percent yield). LCMS (ESI) m/z calcd for C^HssCIN^Os: 460.22. Found: 461 .41 /463.36 (M/M+2)+.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 19745-07-4, its application will become more common.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DE LA ROSA, Martha Alicia; KAZMIERSKI, Wieslaw Mieczyslaw; SAMANO, Vicente; (369 pag.)WO2018/116107; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 32587-10-3, A common heterocyclic compound, 32587-10-3, name is 3-Aminopyrazine-2-carboxamide, molecular formula is C5H6N4O, 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.

(d) In 5 mL of trifluoroacetic acid was dissolved 100 mg of 3-amino-2-pyrazinecarboxamide. At an ice-cooled temperature, 10% fluorine gas (a fluorine gas diluted with nitrogen gas) was introduced at a rate of 45 mL per minute for a period of 36 minutes. Then, while elevating the temperature from the ice-cooled temperature to room temperature, nitrogen gas was introduced for one hour. The reaction mixture was concentrated under reduced pressure to obtain 305 mg of an oily product. Of the oily product thus obtained, a 251 mg portion was dissolved in 9.3 mL of water and heated under reflux for 4 hours, The liquid reaction mixture was cooled to room temperature, and the deposited precipitate was filtered off. The filtrate was concentrated under reduced pressure, and the solid product thus obtained was purified by silica gel column chromatography [eluent: n-hexane:ethyl acetate=2:1] to obtain 9 mg of 3-amino-6-fluoro-2-pyrazinecarboxamide as a solid product.

The synthetic route of 32587-10-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Toyama Chemical Co., Ltd.; US2003/130213; (2003); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 109838-85-9, These common heterocyclic compound, 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, 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 solution of (R)-(-)-2,5-dihydro-3,6-dimethoxy-2-isopropylpyrazine (1.1 g) in tetrahydrofuran (25 ml) was cooled to -70¡ã C., then tert.butyllithium (1.7 M in pentane, 3.88 ml) was added and the mixture was stirred for 1 hour. A solution of (3-iodo-1-trifluoromethyl-propyl)-benzene (1.98 g) in tetrahydrofuran (7 ml) was added slowly and the mixture was stirred overnight at -70¡ã C. At room temperature saturated ammonium chloride solution was added and the mixture was extracted three times with ether. The combined organic layers were dried (MgSO4), filtered and evaporated. The residue was purified by column chromatography (SiO2, heptane/EtOAc=9:1 to yield a yellow liquid, (1.86 g, 83percent).

Statistics shows that (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine is playing an increasingly important role. we look forward to future research findings about 109838-85-9.

Reference:
Patent; Galley, Guido; Goergler, Annick; Groebke Zbinden, Katrin; Norcross, Roger; US2010/29589; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem