Tag: M.W=100-200

Adding a certain compound to certain chemical reactions, such as: 312736-49-5, name is 3,5-Dichloropyrazine-2-carboxylic acid, 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 312736-49-5, name: 3,5-Dichloropyrazine-2-carboxylic acid

To a solution of 3,5-dichloropyrazine-2-carboxylic acid (0.304 g, 1.58 mmol) in MeOH (5 mL) and diethyl ether (5 mL) at room temperature was added (trimethylsilyl)diazomethane (2.0 M solution in hexanes, 4.00 mL, 8.00 mmol). The reaction mixture was stirred at RT for 30 min and concentrated. Purification by flash column chromatography on silica gel (5% to 20% EtOAc in hexanes) gave methyl 3,5- dichloropyrazine-2-carboxylate (0.312 g, 1.51 mmol, 96%o yield) as a white solid. LC/MS (ESf) m/z = 207.0 (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, 3,5-Dichloropyrazine-2-carboxylic acid, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; LOW, Jonathan, D.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BROWN, James; FROHN, Michael, J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul, E.; LOPEZ, Patricia; MA, Vu Van; NISHIMURA, Nobuko; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert, M.; SHAM, Kelvin; SMITH, Adrian, L.; WHITE, Ryan; XUE, Qiufen; WO2014/138484; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

19745-07-4, 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. 19745-07-4, name is 2,5-Dichloropyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

To a stirred solution of Intermediate 2 (0.2 g, 0.74 mmol) in DMF (5 mL,), TEA (0.5 mL,, 3.70 mmol) and 2,5-dichloro pyrazine (0.11 g, 0.74mmol) was added and stirred at 120°C for 2 h. The reaction mixture was concentrated under vacuum and the resulting crude product was dissolved in DCM. It was washed with water, dried over anhydrous Na2SO4, and concentrated under vacuum. The crude product was purified by flash chromatography to afford the title compound (brown oil). 1H NMR (400 MHz, DMSO-d6): delta 8.23 (s, 1H), 7.81 (s, 1H), 6.88 (d, J = 1.2 Hz, 1H), 6.84 (d, J = 8.0 Hz, 1H), 6.74 (dd, J = 1.6, 8.0 Hz, 1H), 5.97 (s, 2H), 3.54-3.52 (m, 4H), 3.39-3.37 (m, 1H), 2.45-2.44 (m, 2H), 2.39-2.37 (m, 2H), 1.27 (d, J = 6.4Hz, 3H). LCMS: (Method A) 347.0 (M+H), Rt. 3.03 min, 97.9percent (Max). HPLC: (Method A) Rt. 3.05 min, 97.6percent (Max).

The synthetic route of 19745-07-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ASCENEURON SA; QUATTROPANI, Anna; KULKARNI, Santosh S.; GIRI, Awadut Gajendra; (243 pag.)WO2016/30443; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 710322-57-9,Some common heterocyclic compound, 710322-57-9, name is Methyl 5-formylpyrazine-2-carboxylate, molecular formula is C7H6N2O3, 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 methyl 5-formylpyrazine-2-carboxylate (2.47 g) in THF (20 mL) was added sodium borohydride (170 mg) portionwise over 10 mins. After stirring for 1 h, methanol (10 mL) was added. The reaction mixture was stirred for a further 20 mins, and then HCl (1 N, aq., 20 mL) and brine (20 mL) were added. The mixture was extracted with EtOAc (3×40 mL) and the combined organic portions dried over MgSO4 and evaporated to afford the title compound (1.31 g). 1H NMR (400 MHz, CDCl3) delta ppm 4.07 (s, 3H), 4.98 (br. s., 2H), 8.80 (s, 1H), 9.27 (s, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 5-formylpyrazine-2-carboxylate, its application will become more common.

Reference:
Patent; EISAI R&D MANAGEMENT CO., LTD.; US2012/190672; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 13924-95-3, name is Methyl 5-hydroxypyrazine-2-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 13924-95-3, Recommanded Product: 13924-95-3

Preparation 415-Chloro-pyrazine-2-carboxylic acid methyl esterA mixture of 5-hydroxy-pyrazine-2-carboxylic acid methyl ester (Preparation 40, 50 g, 324mmol) and POCI3 (500ml_, 5.36mol) was heated under reflux for 1.5 hours and then poured onto ice. The resulting mixture was extracted with ether (4 chi 500ml_). The organic layers were concentrated in vacuo, and the residue was recrystallised from toluene to give the title compound (30.8g) in a 55% yield.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; PFIZER LIMITED; COE, Jotham, Wadsworth; DEHNHARDT, Christoph, Martin; JONES, Peter; KORTUM, Steven Wade; SABNIS, Yogesh, Anil; WAKENHUT, Florian, Michel; WHITLOCK, Gavin, Alistair; WO2013/14567; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 33332-25-1, The chemical industry reduces the impact on the environment during synthesis 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, I believe this compound will play a more active role in future production and life.

Intermediate 57A mixture of methyl 5-chloropyrazine-2-carboxylate (0.75 g), K2CO3 (1 .8 g) and 1 H- 1 ,2,4-triazole (1 .2 g) in N,N-dimethylformamide (6 mL) is heated to 100 C overnight. Analysis of the crude mixture by LCMS shows saponified product. The product is acidified with 1 N HCI and the precipitate is filtered and washed with water and diethyl ether to afford the title compound. LC (method 20): tR = 1 .06 min; Mass spectrum (APCI): m/z = 192 [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 5-chloropyrazine-2-carboxylate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; NEUROCRINE BIOSCIENCES, INC.; HECKEL, Armin; HIMMELSBACH, Frank; LANGKOPF, Elke; NOSSE, Bernd; ASHWEEK, Neil, J.; HARRIOTT, Nicole; WO2012/168315; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 41110-29-6, name is Methyl 3-methylpyrazine-2-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 41110-29-6, Product Details of 41110-29-6

In a 1-L flask, the methyl 3-methylpyrazine-2-carboxylate (step 1, 16.08 g, 106 mmol) was suspended in CHC13 (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 NaHC03 (200 mL). The layers were separated, and the aqueous layer was further extracted with DCM (2 x 100 mL). The combined organic layers were dried over MgSOt, and the filtrate was concentrated to afford the title compound. MS m/z=169 [M+H]+. Calculated for C7H8N203: 168

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; AMGEN INC.; MINATTI, Ana Elena; LOW, Jonathan, D.; ALLEN, Jennifer, R.; AMEGADZIE, Albert; BROWN, James; FROHN, Michael, J.; GUZMAN-PEREZ, Angel; HARRINGTON, Paul, E.; LOPEZ, Patricia; MA, Vu Van; NISHIMURA, Nobuko; QIAN, Wenyuan; RUMFELT, Shannon; RZASA, Robert, M.; SHAM, Kelvin; SMITH, Adrian, L.; WHITE, Ryan; XUE, Qiufen; WO2014/138484; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Some common heterocyclic compound, 55557-52-3, name is 3-Chloropyrazine-2-carbonitrile, molecular formula is C5H2ClN3, 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. Formula: C5H2ClN3

(a). (3-Chloropyrazin-2-yl)methanamine hydrochloride was prepared as follows. To a solution of 3-chloropyrazine-2-carbonitrile (160 g, 1 .147 mol) in acetic acid (1.5 L) was added Raney Nickel (50% slurry in water, 70 g, 409 mmol). The resulting mixture was stirred under 4 bar hydrogen at room temperature overnight. Raney Nickel was removed by filtration over decalite and the filtrate was concentrated under reduced pressure and co-evaporated with toluene. The remaining brown solid was dissolved in ethyl acetate at 50C and cooled on an ice-bath. 2M hydrogen chloride solution in diethyl ether (1 .14 L) was added in 30 min. The mixture was allowed to stir at room temperature over weekend. The crystals were collected by filtration, washed with diethyl ether and dried under reduced pressure at 40C. The product brown solid obtained was dissolved in methanol at 60C. The mixture was filtered and partially concentrated, cooled to room temperature and diethyl ether (1000 ml) was added. The mixture was allowed to stir at room temperature overnight. The solids formed were collected by filtration, washed with diethyl ether and dried under reduced pressure at 40C to give 153.5 g of (3-chloropyrazin-2- yl)methanamine.hydrochloride as a brown solid (74.4 %, content 77 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 55557-52-3, its application will become more common.

Reference:
Patent; ACERTA PHARMA B.V.; HAMDY, Ahmed; ROTHBAUM, Wayne; IZUMI, Raquel; LANNUTTI, Brian; COVEY, Todd; ULRICH, Roger; JOHNSON, Dave; BARF, Tjeerd; KAPTEIN, Allard; (268 pag.)WO2016/24227; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 4774-14-5, name is 2,6-Dichloropyrazine, 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 4774-14-5, Formula: C4H2Cl2N2

2,6-dichloropyrazine dissolved in 200 mL dry toluene in an oven dried flask, were added under stirring: 0.42 g (0.46 mmol) Pd(0)2 dba3, 0.83 g (1.34 mmol) 2,2′-bis(diphenylphosphino)-1,1′-binaphtyl (BINAP), 7.36 g (40.2 mmol) 3,4,5-trimethoxyanilin and 4.41 g (46.9 mmol) Na-tert-butoxide. The reaction mixture was heated at 90 C. (bath temperature) for 4 hours under N2. After cooling, the toluene solution was filtered. The solid was retaken in 100 mL Me2CO, filtered through a 5 cm column of Kieselgel 60, and the resulting solution evaporated under vacuum. A portion of 2.53 g of title compound was obtained. The toluene filtrate was evaporated to dryness and then retaken in 70-80 mL boiling AcOEt. The solution was kept in a refrigerator over night and 2.57 g of solid title compoundcompound were collected by filtration. The filtrate was reduced to 18-20 mL and submitted to HPLC (Kieselgel 60, 0.015-0.043; eluent: AcOEt:cycloxane 2:1). A third fraction of 0.94 g of title compoundcompound was collected. The total yield was 6.04 g (61.1%). 1H-NMR (DMSO), delta (ppm), J (Hz): 3.63 (s, 3H, CH3O(4′)), 3.77 (s, 6H, CH3O(3’+5′)), 7.02 (s, 2H, Harom(2’+6′)), 7.96 (s, 1H, HP5), 8.14 (s, 1H, HP3), 9.79 (s, 1H, NH); MS, (C13H14ClN3O3), m/z: 296 [M++1, 100].

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, 2,6-Dichloropyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE WELLCOME TRUST LIMITED; US2008/15191; (2008); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 14667-55-1, A common heterocyclic compound, 14667-55-1, name is 2,3,5-Trimethylpyrazine, molecular formula is C7H10N2, 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 reaction mixture of AgNO3 (33.4 mg, 0.2 mmol), 2,3,5-trimethylpyrazine(tpyz) (24.2 mg, 0.2 mmol) and 2-nitroterephthalic acid (H2ntph) (42.2 mg, 0.2 mmol) and H2O (10 mL) was stirred for 30 min in air, then transferred and sealed in a 25 mL Teflon-linedstainless steel autoclave, which was heated to 100 C for 72 h. Aftercooling to room temperature, the resulting colorless prism crystals were washed with distilled water and dried in air. Yield based on silver is 68.72%. Elemental analysis: Anal. calc. (found) for AgC15H13N3O6:C, 39.95(41.00); H, 2.99 (2.96); N, 9.52 (9.57) %. IR (KBr, cm-1) data: 3275 (m), 3093 (w), 2922 (w), 2867 (w), 1707 (s), 1600 (vs), 1527 (vs),1396 (s), 1350 (s), 1292 (s), 1154 (m), 766 (m), 703 (m).

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; Yang, Yuan-Yuan; Zhou, Lin-Xia; Zheng, Yue-Qing; Zhu, Hong-Lin; Li, Wen-Ying; Journal of Solid State Chemistry; vol. 253; (2017); p. 211 – 218;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

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. 41110-28-5, name is 3-Methylpyrazine-2-carboxylic acid, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C6H6N2O2

In a 2-E flask, 3-methylpyrazine-2-carboxylic acid (Matrix, 19.95 g, 144 mmol) was suspended in MeOH (500 mE). The suspension was cooled in an ice-water bath, and concentrated sulfuric acid (Fluka, 27.3 mE, 506 mmol) was added over a time period of 5 mm. The reaction mixture was heated to 80 C. for 5 h. The reaction mixture was concentrated under reduced pressure and the residue was taken up in DCM (750 mE). The excess acid was neutralized careffilly with aqueous NaOH (SM, 200 mE). The aqueous layer was separated and extracted with DCM (250 mE). The combined organic layers were combined, dried over Mg504 and concentrated to afford the title compound (16.15 g, 106 mmol, 73%). MS mlz=153 (M+H).

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 41110-28-5.

Reference:
Patent; WHITE, Ryan; ALLEN, Jennifer R.; EPSTEIN, Oleg; HONG, Fang-Tsao; HUA, Zihao; HUMAN, Jason Brooks; LOPEZ, Patricia; OLIVIERI, Philip R.; ROMERO, Karina; SCHENKEL, Laurie; STELLWAGEN, John; TAMAYO, Nuria A.; ZHENG, Xiao Mei; US2014/213581; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem