Tag: M.W=200-300

Some common heterocyclic compound, 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, molecular formula is C4H3Br2N3, 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. Product Details of 24241-18-7

3,5-Dibromo-pyrazin-2-ylamine (5 g, 19.8 mmol), 2-chloro-acetone (18.3 g, 198 mmol) and dioxane (40 ml) were heated at reflux temperature for 16 h. The r.m was concentrated under reduced pressure, and the residue was triturated with DIPE. Yield: 3.6 g of intermediate 101 (55 %).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 24241-18-7, its application will become more common.

Reference:
Patent; ORTHO-MCNEIL-JANSSEN PHARMACEUTICALS, INC; GIJSEN, Henricus, Jacobus, Maria; VELTER, Adriana, Ingrid; MACDONALD, Gregor, James; BISCHOFF, Francois, Paul; WU, Tongfei; VAN BRANDT, Sven, Franciscus, Anna; SURKYN, Michel; ZAJA, Mirko; PIETERS, Serge, Maria, Aloysius; BERTHELOT, Didier, Jean-Claude; DE CLEYN, Michel, Anna, Jozef; OEHLRICH, Daniel; WO2010/89292; (2010); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 63744-22-9, 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 63744-22-9 as follows.

Diisopropylethylamine (2.4 mL, 13.62 mmol) and cyclopropylamine (943 muL, 13.62 mmol) were added to commercially available (Ark Pharm, Inc.) 6,8-dibromoimidazo[1,2-a]pyrazine (2.51 g, 9.08 mmol) dissolved in 2-propanol (9 mL). The solution was placed in an 80 C. oil bath. After 4.5 h, the volatiles were removed in vacuo. The brown residue was partitioned between dichloromethane (50 mL) and water (50 mL). The organic layer was washed further with water (50 mL) and then brine (50 mL). The organic layer was dried over MgSO 4, filtered and concentrated in vacuo. The residue was purified via a filtration over a short plug of silica gel (40% EtOAc/hexanes) and the filtrate was concentrated in vacuo to afford 6-bromo-N-cyclopropylimidazo[1,2-a]pyrazin-8-amine (2.19 g, 95%) as a light brown solid.

According to the analysis of related databases, 63744-22-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SENHWA BIOSCIENCES INCORPORATED; HADDACH, MUSTAPHA; TRAN, JOE A; PIERRE, FABRICE; REGAN, COLLIN F; RAFFAELE, NICHOLAS B; RAVULA, SUCHITRA; RYCKMAN, DAVID M; (482 pag.)JP5802676; (2015); B2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 24241-18-7,Some common heterocyclic compound, 24241-18-7, name is 2-Amino-3,5-dibromopyrazine, molecular formula is C4H3Br2N3, 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.

[00178] (Trimethylsilyl)acetylene (1.845 g, 2.655 mL, 18.78 mmol) was added dropwise to a solution of 3,5-dibromopyrazin-2-amine 1 (5 g, 19.77 mmol) in DMF (25 mL)Triethylamine (10.00 g, 13.77 mL, 98.85 mmol), copper(I) iodide (451.7 mg, 2.372 mmol) and Pd(PPh3)4 (1.142 g, 0.9885 mmol) were then added and the resulting solution stirred at RT for 30 minutes. The reaction mixture was diluted with EtOAc and water and the layers separated. The aqueous layer was extracted further with EtOAc and the combined organic layers washed with water, dried (MgS04) and concentrated in vacuo. The residue was purified by column chromatography eluting with 15% EtO Ac/Petroleum ether to give the product as a yellow solid (3.99g, 75% Yield). IH NMR (400.0 MHz, DMSO) d 0.30 (9H, s), 8.06 (IH, s); MS (ES+) 271.82

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Amino-3,5-dibromopyrazine, its application will become more common.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; CHARRIER, Jean-Damien; STORCK, Pierre-Henri; STUDLEY, John; PIERARD, Francoise, Yvonne Theodora Marie; WO2013/49720; (2013); A1;,
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. 117719-17-2, name is 5-Bromo-3-morpholinopyrazin-2-amine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below. name: 5-Bromo-3-morpholinopyrazin-2-amine

5-bromo-3-morpholin-4-yl-pyrazin-2-ylamine (5 g, 1 eq) was suspended in DME (30 mL) and dimethyl 3-bromo-2-oxopentanedioate (7.33 g, 1 .5 eq) was added. The reaction mixture was heated in a sealed tube at 90C for 27 h and then at 70 C for 48 h. On cooling, the reaction mixture was filtered to give the expected product. This solid was dissolved in DCM (150 mL) and washed with HCI 2N (2 x 100 mL). The organic layer was dried, (Na2S04), filtered and evaporated to give the expected product (1.9 g, 24% yield) as a beige solid. The filtrate of the reaction mixture was evaporated and the residue was purified by column chromatography (Biotage, eluent: 20% to 50% EtOAc in Cyclohexane) to give the expected product intermediate 1-18, (0.77 g, 10% yield) as an orange solid

The synthetic route of 117719-17-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CENTRO NACIONAL DE INVESTIGACIONES ONC&Oacgr;LOGICAS (CNIO); PASTOR FERNANDEZ, Joaquin; MARTINEZ GONZALEZ, Sonia; ALVAREZ ESCOBAR, Rosa Maria; RODRIGUEZ ARISTEGUI, Sonsoles; GONZALES CANTALAPIEDRA, Esther; HERNANDEZ HIGUERAS, Ana Isabel; VARELA BUSTO, Carmen; WO2011/36461; (2011); A1;,
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. 1082843-70-6, name is 3,5-Dibromo-2-chloropyrazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1082843-70-6

[0955] Into a 250 mL sealed tube was placed compound90d (50.0 g, 184 mmol) andNH40H (150mL). The resultingmixture was stirred overnight at 100 C. Uponcooling, a solidwas collected by filtration and dried in an oven under reducedpressure to obtain the compound 90e as a grey solid (28.0 g,66% yield), which was used in next step without furtherpurification.

According to the analysis of related databases, 1082843-70-6, the application of this compound in the production field has become more and more popular.

Reference:
Patent; JANSSEN PHARMACEUTICA, NV; Player, Mark R.; Meegalla, Sanath K.; Illig, Carl R.; Chen, Jinsheng; Wilson, Kenneth J.; Lee, Yu-Kai; Parks, Daniel J.; Huang, Hui; Patel, Sharmila; Lu, Tianbao; US2014/364414; (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. 6966-01-4, name is Methyl 3-amino-6-bromopyrazine-2-carboxylate, A new synthetic method of this compound is introduced below., category: Pyrazines

Step 2; A suspension of compound 2 (28.5 g, 120 mmol) in an aqueous solution of 48% HBr (120 mL) and acetic acid (30 mL) was cooled to 0 C., and then treated with a solution of bromine (18 mL, 336 mmol) in acetic acid (18 mL) over a period of 45 min. A solution of NaNO2 (8.28 g, 420 mmol) in water (15 ml) was added while maintaining the temperature at 0 C., stirring was continued for further 30 min. After completion of reaction (reaction progress was monitored by TLC), the excess bromine was quenched by the drop wise addition of 30% aqueous solution of NaHSO3 (180 mL). The resulting precipitate was filtered and purified by column chromatography on silica gel eluted with 10% ethyl acetate in hexane to afford compound 3 as a white crystalline solid (18 g, 49%). MS m/z (ES): 294 (M+H)+.

The synthetic route of 6966-01-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; de Vicente Fidalgo, Javier; Hermann, Johannes Cornelius; Lemoine, Remy; Li, Hongju; Lovey, Allen John; Sjogren, Eric Brian; Soth, Michael; US2011/59118; (2011); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Application of 762240-92-6, These common heterocyclic compound, 762240-92-6, name is 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride, 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.

Azetidinone IIa’ (0.5 g, 2.32 mmol, ee 99.5 %), 3-(trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4] triazolo[4,3-a] pyrazine hydrochloride (III’, 1.06 g, 4.65 mmol), Et3N (0.28 g, 4.65 mmol) and 2-ethylhexanoic acid (0.17 g, 1.16 mmol) were suspended in THF (10 mL). The resulting suspension was stirred at 75C for 72 h. After cooling the mixture to 0C, compound 2 was filtered off and the solvent was removed in vacuo. To the remaining oil was added water (10 mL) and the product was extracted with dichloromethane (3 x10 mL). The organic phases were combined, dried over magnesium sulfate and concentrated in vacuo to give 0.90 g of sitagliptin (IV”) (95%, ee 99.5 %) as dark yellow oil.

Statistics shows that 3-(Trifluoromethyl)-5,6,7,8-tetrahydro-[1,2,4]triazolo[4,3-a]pyrazine hydrochloride is playing an increasingly important role. we look forward to future research findings about 762240-92-6.

Reference:
Patent; LEK Pharmaceuticals d.d.; The designation of the inventor has not yet been filed; EP2674432; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 486424-37-7, name is 3-Amino-6-bromopyrazine-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. COA of Formula: C5H4BrN3O2

Step 1: 3-Amino-6-bromo-pyrazine-2-carboxylic acid N?-acetyl-hydrazideHATU (3.4 g, 9.05 mmol) and triethylamine (1.2 g, 12.06 mmol) were added to a suspension of 2-Amino-S-bromopyrazine-3-carboxylic acid (1 .40g, 6.03 mmol) and acetohydrazide (0.44 g, 6.03 mmol) in DCM (100 ml) and the resultant solution was stirred at ambient temperature for 24 hr. The reaction was monitored by TLC. The reaction mixture was poured into water(200 ml) and the solid collected by filtration and dried under vacuum to afford 3-amino-6- bromo-pyrazine-2-carboxylic acid N?-acetyl-hydrazide;LCMS: Rt 0.57mins MS mlz 274.0 [M+H}+; Method 2minLowpHvol

The synthetic route of 3-Amino-6-bromopyrazine-2-carboxylic acid has been constantly updated, and we look forward to future research findings.

Reference:
Patent; NOVARTIS AG; BELLENIE, Benjamin Richard; BLOOMFIELD, Graham Charles; BRUCE, Ian; CULSHAW, Andrew James; HALL, Edward Charles; HOLLINGWORTH, Gregory; NEEF, James; SPENDIFF, Matthew; WATSON, Simon James; (395 pag.)WO2015/162459; (2015); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 1458-01-1, These common heterocyclic compound, 1458-01-1, name is Methyl 3,5-diamino-6-chloropyrazine-2-carboxylate, 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: 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

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. 723286-79-1, name is tert-Butyl 5,6-dihydro-[1,2,4]triazolo[4,3-a]pyrazine-7(8H)-carboxylate, A new synthetic method of this compound is introduced below., SDS of cas: 723286-79-1

The compound obtained in Step 3 (1 g) was dissolved in chloroform (20 mL), sodium bicarbonate (688 mg) and N- bromosuccinimide (873 mg) was added at 0 C., the-reaction solution was stirred for 2 hours at room temperature and extracted 3 times with chloroform after addition of water, the organic layer gave the title compound by the residue obtained, which was concentrated after drying over sodium sulfate and purified by silica gel column chromatography (693mg, 51%). LRMS (ESI) m / z 303 [M + 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; TAIHO PHARMACEUTICAL COMPANY LIMITED; MINAMIGUCHI, KAZUHISA; OKAJIMA, SHIGEO; AOKI, SHINICHI; ASAI, MASANORI; ASAI, TAKAHIRO; YAMANAKA, HIROYOSHI; DOHI, SUGURU; (149 pag.)JP5851663; (2016); B1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem