Month: June 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. 123-32-0, name is 2,5-Dimethylpyrazine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 123-32-0

Preparation (benzo [d] [1,3] dioxol-5-yl) (3,6-dimethyl-2-yl) methanone, comprising the steps of : (1) 2,5-dimethyl pyrazine take 0.2mmol, 3,4- methylenedioxy-benzoyl acid 0.4mmol, 0.02 mmol silver phosphate, potassium persulfate 0.4mmol 5mL reaction tube was placed, was added 1.4mL of dichloromethane, 0.6 mL of distilled water was added, and the reaction mixture was placed in a 5mL tube and placed in an oil bath at 40 heated, reaction 24h, cooled to room temperature to obtain a reaction solution;(2) The step (1) the resulting reaction mixture was directly concentrated to give a concentrate, the concentrate with petroleum ether / dichloromethane = 1/2 (v / v) as the developing solvent, separation by thin layer chromatography to give 37mg target The product, in 72% yield.

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 123-32-0.

Reference:
Patent; Henan Agricultural University; Wu Zhiyong; Zhao Mingqin; Li Yuan; (10 pag.)CN108101856; (2018); A;,
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. 912773-24-1, name is 6-Bromoimidazo[1,2-a]pyrazine, This compound has unique chemical properties. The synthetic route is as follows., category: Pyrazines

A 20 mL Biotage microwave vial loaded with 6-bromoimidazo[1,2-a]pyrazine (1.188 g, 6 mmol) was dissolved in DCM (15 mL), and N-chlorosuccinimide (881 mg, 6.60 mmol) was added in portions, and the mixture was sealed and stirred at 50 C. for 18 h. The vial was diluted with DCM and 10% NaOH, then extracted multiple times with DCM, washed with 10% NaOH, H2O, brine, and the organic layer was dried over Na2SO4, concentrated, dryloaded onto silica gel and purified on a 12 g silica gel column (hexanes/EtOAc, 0-25%), affording 6-bromo-3-chloroimidazo[1,2-a]pyrazine 67-A as a white solid (916 mg, 3.94 mmol, 66% yield, 25% EtOAc in hexanes). 1H NMR (DMSO) delta: 8.98 (d, J=1.3 Hz, 1H), 8.77 (d, J=1.3 Hz, 1H), 8.01 (s, 1H). 13C NMR (DMSO) delta: 143.03, 139.15, 134.20, 123.70, 117.92, 112.33.

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 912773-24-1.

Reference:
Patent; Arizona Board of Regents on Behalf of the University of Arizona; Hulme, Christopher; Foley, Christopher; (166 pag.)US2020/39989; (2020); 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. 109838-85-9, name is (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine, A new synthetic method of this compound is introduced below., Application In Synthesis of (R)-2-Isopropyl-3,6-dimethoxy-2,5-dihydropyrazine

To a solution of (R)-2-isopropyl-3, 6-dimethoxy-2, 5-dihydropyrazine (500 mg, 2.72 mmol) and bis(chloromethyl) dimethylsilane (636 mg, 4.08 mmol) in THF (10 mL) under N2atmosphere in a dry ice/acetone bath was slowly n-BuLi (1.6 M in hexane, 2 mL, 3.2 mmol) via an injection syringe. After addition, the reaction was stirred at room temperature overnight. The reaction mixture was cooled to 0° C. and quenched by dropwise addition of water. The resulting mixture was extracted with EtOAc. The organic layer was washed by brine, dried over anhydrous Na2SO4and concentrated. The obtained crude product was purified by column chromatography on silica gel eluted with PE/EtOAc (100:1 to 30:1) to give the title compound (640 mg, 77.5percent yield); LC/MS (ESI) m/z: 305 [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; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAK, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; (905 pag.)WO2017/35353; (2017); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Related Products of 59303-10-5, 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 59303-10-5 as follows.

A mixture of 2-chloro-5-methylpyrazine (300 mg, 1.6 mmol), (R)-tert-butyl 3-aminopyrrolidine-l- carboxylate (206 mg, 1.6 mmol), BINAP (199 mg, 0.3 mmol), Pd2(dba)3 (73 mg, 0.08 mmol) and t- BuONa (307 mg, 3.2 mmol) in toluene (10 mL) was stirred at 80C under N2 for 3 hours. The mixture was cooled to RT and concentrated. The residue was purified by reverse phase chromatography to afford (R)-tert-butyl 3-((5-methylpyrazin-2-yl)amino)pyrrolidine-l-carboxylate (240 mg, 54%) as yellow oil. [M+H] Calc?d for Ci4H22N402, 279.1; Found, 279.1.

According to the analysis of related databases, 59303-10-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; KINNATE BIOPHARMA INC.; KANOUNI, Toufike; ARNOLD, Lee D.; KALDOR, Stephen W.; MURPHY, Eric A.; TYHONAS, John; (0 pag.)WO2020/6497; (2020); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

These common heterocyclic compound, 21279-62-9, name is 3-Chloropyrazine-2-carboxamide, 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. HPLC of Formula: C5H4ClN3O

General procedure: The starting compound (1.27 mmol) was treated with 18 aliphatic amines, alicyclic amines or saturated heterocycles containing at least one nitrogen atom (2.54 mmol). Four reactions were completed by conventional heating methods. The conditions were 110 C, toluene as a solvent and pyridine (1.27 mmol) as a base. The reaction time was set to one hour. Then the reactions were completed using the microwave reactor with focused field and conditions used for syntheses were 140 C, 30 min,120 W, methanol used as a solvent and pyridine (1.27 mmol) as a base. They were set experimentally with respect to prior experience. The progress of reaction was monitored with TLC in system hexane/ethyl acetate (1:1). Then the mixture was separated by flash column chromatograph using gradient elution. Mobile phases were hexane and ethyl acetate again.

The synthetic route of 3-Chloropyrazine-2-carboxamide has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jandourek, Ondrej; Dolezal, Martin; Kunes, Jiri; Kubicek, Vladimir; Paterova, Pavla; Pesko, Matus; Buchta, Vladimir; Kralova, Katarina; Zitko, Jan; Molecules; vol. 19; 7; (2014); p. 9318 – 9338;,
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. 173253-42-4, name is 2-Amino-5-bromo-6-chloropyrazine, A new synthetic method of this compound is introduced below., COA of Formula: C4H3BrClN3

To a solution of 1-69 (100 mg, 0.2 mmol) in DMF are added 2-amino-5-bromo-6- chloropyrazine (51 mg, 0.24 mmol), Tetrakis (triphenylphosphine)palladium (0) (24 mg, 0.02 mmol) and 2M Na2C03 solution (2M aqueous)(0.5 mL, 1 mmol). The mixture is heated to 100 C for 1 hour in a microwave reactor. The mixture is cooled down and is extracted with H20 and EtOAc. The combined organic layer is dried with MgS04 and is filtered. The filtrate is concentrated and the residue is purified by silica gel flash column chromatography with 10% MeOH in CH2C12 as the eluent to afford 1- 155 (86 mg) (m/z: 493.2 [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; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; BARTOLOZZI, Alessandra; BOSANAC, Todd; CHEN, Zhidong; DE LOMBAERT, Stephane; HUBER, John; LO, Ho Yin; LOKE, Pui Leng; LIU, Weimin; MORWICK, Tina Marie; OLAGUE, Alan; RIETHER, Doris; TYE, Heather; WU, Lifen; ZINDELL, Renee; WO2012/24150; (2012); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 5521-55-1, A common heterocyclic compound, 5521-55-1, name is 5-Methylpyrazine-2-carboxylic acid, molecular formula is C6H6N2O2, 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.

5-Methyl-pyrazine-2-carboxylic acid (691 mg, 5 mmol) was stirred in toluene (15 mL) and treated with TEA (765 mL, 5.5 mmol) followed by diphenylphosphoryl azide (1.0 mL, 5.0 mmol). The resulting solution was stirred for 30 min, then used directly.A solution of 5-methyl-pyrazine-2-carbonyl azide (1.0 mmol) in toluene was heated at 900C for 10 min. The reaction flask was removed from the heating bath and the brown solution was treated with 2- (1,4- dimethyl-piperazin-2-ylmethoxy) -5-methyl-phenylamine EPO (0.25 g, 1.0 iranol) . The flask was returned to the heating bath and heated at 40C for 4 h. The mixture was allowed to cool, then filtered to give the product as a tan powder. 1H-NMR (400 MHz, CDCl3) delta 10.90 (s, 1, H), 8.4 (s, 1, H), 8.2 (m, 3, H), 6.8 (m, 2, H), 4.2 (dd, 1, H), 3.9 (t, 1, H),.3.1 (d, 1, H), 2.8 (br d, 1, H), 2.6 (m, 2, H), 2.5 (s, 3, H), 2.4 (m, 1, H), 2.4 (s, 3, H), 2.3 (S, 3, H), 2.25 (m, 1, H), 2.2 (s, 3, H), 2.1 (m, 1, H). LRMS (esi, positive) m/e 385.30 (M+l) .

The synthetic route of 5521-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ICOS CORPORATION; WO2006/105262; (2006); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Adding a certain compound to certain chemical reactions, such as: 59303-10-5, name is 2-Chloro-5-methylpyrazine, 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 59303-10-5, Safety of 2-Chloro-5-methylpyrazine

To a solution of rac- I -((2S,3R,4R)-4-amino-2-ethyl-3-methyl-6-morpholino-3,4-dihydroqu inolin1(2H)-yl)ethanone (for a preparation see Intermediate 73, 50 mg, 0.158 mmol) in 1,4-dioxane (1.5 ml) was added tris(dibenzylideneacetone)dipalladium(0) (28.8 mg, 0.032 mmol), Davephos (12.40mg, 0.032 mmol), sodium tert-butoxide (30.3 mg, 0.315 mmol) and 2-chloro-5-methylpyrazine (40.5 mg, 0.315 mmol). The reaction mixture was heated under microwave conditions, using initial normal absorption setting, to 120 C for 30 mm. The sample was diluted with ethyl acetate (5 mL) and loaded onto a celite cartridge (2.5 g). The cartridge was washed with further ethyl acetate (2×10 mL), and the combined fractions dried under a stream of nitrogen. The sample was dissolved in DMSO(2×1 mL) and purified by MDAP (HpH). The solvent was blown down under a stream of nitrogen to give the required product (14 mg) as a yellow gum. LCMS (2 mm HpH): Rt = 0.87 mi [MH] = 410.

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-Chloro-5-methylpyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY (NO.2) LIMITED; AMANS, Dominique; ATKINSON, Stephen John; HARRISON, Lee Andrew; HIRST, David Jonathan; LAW, Robert Peter; LINDON, Matthew; PRESTON, Alexander; SEAL, Jonathan Thomas; WELLAWAY, Christopher Roland; WO2014/140076; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 768-05-8,Some common heterocyclic compound, 768-05-8, name is Pyrazinoic acid hydrazide, molecular formula is C5H6N4O, 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.

2-Hydroxyacetophenone (0.1g; 0.73mmol), hydrazide 3c (0.1g; 0.73mmol) and acetic acid (0.20mL) were dissolved in methanol (5mL) and heated at 110C in an autoclave for 24h. After cooling to rt, the solid was filtered off, washed with methanol and dried over P2O5. The filtrate was diluted with water and left to crystallize at 4C for 24h. A second load of solid was filtered off, washed with water and methanol and dried over P2O5. The overall yield of yellow solid was 0.14g (74%; lit [37]. 63%). Rf=0.88 (CHCl3/MeOH 20:1). mp 237-239C. IR (KBr): numax, 3347; 1690; 1508; 1489; 1250; 1157; 1043; 1021cm-1. 1H NMR (300MHz, DMSO) delta 13.03 (s, 1H, OH), 11.53 (s, 1H, NH), 9.25 (s, 1H, Ar), 8.96-8.87 (m, 1H, Ar), 8.84-8.68 (m, 1H, Ar), 7.64 (dd, J=8.1, 1.5Hz, 1H, Ar), 7.43-7,16 (m, 1H, Ar), 7.02-6.73 (m, 2H, Ar), 2.46 (s, 3H, CH3). 13C NMR (75MHz, DMSO): delta 160.9, 160.4, 159.2, 148.5, 144.7, 144.6, 144.0, 132.2, 129.3, 119.6, 119.2, 117.8, 14.4. Anal. Calcd. for C13H12N4O2: C, 60.93; H, 4.72; N, 21.86; Found: C, 61.27; H, 4.83; N, 21.76.

The synthetic route of 768-05-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hru?kova, Kate?ina; Pot??kova, Eli?ka; Hergeselova, Tereza; Liptakova, Lucie; Ha?kova, Pavlina; Mingas, Panagiotis; Kova?ikova, Petra; ?im?nek, Toma?; Vavrova, Kate?ina; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 97 – 110;,
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. 33332-25-1, name is Methyl 5-chloropyrazine-2-carboxylate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H5ClN2O2

Preparative Example 1. EPO A round bottomed flask was charged with methyl 2-chloropyrazine-5-carboxylate (Lonza, 25.9 g, 145 mmol), 2-S-ethyl piperazine (prepared as per Williams et al J. Med. Chem 1996, 39, 1345, 85% active, 28.0 g, 208 mmol), cesium carbonate (Aldrich, 11O g, 338 mmol) and 1 ,4 dioxane (400 ml). The resulting suspension was stirred at room temperature for 18 hours and then filtered. The solid was washed with ethyl acetate (3X400 ml). The combined organic solutions were concentrated on a rotary evaporator to remove the solvent. The residue was purified by flash chromatography on silica gel using 5% to 10% methanol in dichloromethane as an eluent to provide A3 as a white solid (28.0 g, 77%).

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 33332-25-1.

Reference:
Patent; SCHERING CORPORATION; PHARMACOPEIA DRUG DISCOVERY, INC.; WO2006/88837; (2006); A2;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem