Category: 56423-63-3

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. 56423-63-3, name is 2-Bromopyrazine, This compound has unique chemical properties. The synthetic route is as follows., category: Pyrazines

General procedure: Method S Parallel preparation of Examples 39-40: To a set of vials containing the requisite aryl bromide (0.12 mmol) was added bis[(tetrabutylammonium iodide)copper(I) iodide] (3.9 mg, 0.0034 mmol), 1,10 phenanthroline (2.5 mg, 0.014 mmol) followed by Cs2C03 (68 mg, 0.21 mmol). The vials were capped and transferred into a glove box under an atmosphere of nitrogen. To each vial was added a solution of H2 (30 mg, 0.069 mmol) in dioxane (1.0 mL). The vials were capped and the mixtures were heated at 100 C with stirring overnight. After that time, the mixtures were allowed to cool to RT. To each vial was added water (2 mL) and DCM (2 mL). The mixtures were transferred to a set of fritted barrel filters. The organic layer from each mixture was drained into a clean vial. Additional DCM (1 mL) was added to each aqueous layer and the organic layer was again drained and combined with the previous organic extract. The solvent from the combined organic layers was removed in vacuo. The crude residues were dissolved in DMSO (1 mL) and filtered. The crude products were purified by mass triggered reverse phase HPLC using the following conditions: [column: Waters XBridge CI 8, 5muiotaeta, 19×100 mm; solvent gradient: 19-21% initial to 49-51% final MeCN (0.1% NH4OH) in water (0.1% NH4OH) 25 mL/min; 8 min run time] to afford Examples 39-40.

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 56423-63-3.

Reference:
Patent; MERCK SHARP & DOHME CORP.; DAI, Xing; CUMMING, Jared, N.; LIU, Hong; SCOTT, Jack, D.; (0 pag.)WO2016/85780; (2016); 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. 56423-63-3, name is 2-Bromopyrazine, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 56423-63-3

Preparation 133 2-Chloro-4-(pyrazin-2-yl)aniline To a mixture of 4-amino-3-chlorophenylboronic acid pinacol ester (0.110 g, 0.434 mmol), 2-bromopyrazine (0.090 g, 0.56 mmol), 1,1′-bis(diphenylphosphino)ferrocene)-dichloropalladium(II) DCM complex (24 mg, 0.029 mmol) was added anhydrous DME (3.0 mL) followed by 2M aqueous sodium carbonate (0.53 mL, 1.06 mmol). The microwave vial was heated at 75 C. for 40 minutes under microwave irradiation. Further catalyst (0.012 g) was added and the vial was heated at 90 C. for 25 minutes under microwave irradiation. Further 2-bromopyrazine (0.060 g), catalyst (12 mg) and 2M aqueous sodium carbonate (0.25 mL) were added and the reaction mixture was heated at 90 C. for an additional 30 minutes under microwave irradiation. The reaction was partitioned between ethyl acetate (60 mL) and a saturated aqueous NaHCO3 solution (15 mL). The organic layer was washed with a saturated aqueous NaHCO3 solution (2*15 mL), dried (Na2SO4) and concentrated in vacuo. The residue was purified using preparative TLC eluting with 7% ethyl acetate in CH2Cl2. The product band was recovered and stirred with 2% MeOH in ethyl acetate/CH2Cl2 (v/v; 1:10) (20 mL). The silica was removed by filtration, washed with ethyl acetate/CH2Cl2 (v/v; 1:5) (2*5 mL) and acetone (3*4 mL) to give the title compound as an off-white solid (0.039 g, 44%). 1H-NMR (500 MHz, DMSO-d6) 5.86 (s, 2H), 6.89 (d, J=8.5, 1H), 7.85 (dd, J=2.1, 8.5 Hz, 1H), 8.02 (d, J=2.1 Hz, 1H), 8.44 (d, J=2.5 Hz, 1H), 8.57 (dd, J=1.6, 2.5 Hz, 1H), 9.12 (d, J=1.5 Hz, 1H).

According to the analysis of related databases, 56423-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CANCER RESEARCH TECHNOLOGY LIMITED; Bavetsias, Vassilios; Atrash, Butrus; Naud, Sebastien Gaston Andre; Sheldrake, Peter William; Blagg, Julian; US2013/345181; (2013); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Reference of 56423-63-3, The chemical industry reduces the impact on the environment during synthesis 56423-63-3, name is 2-Bromopyrazine, I believe this compound will play a more active role in future production and life.

A sealed microwave vial containing (9R, 135)- 13 -[4-(2-amino-5 -chlorophenyl)-6-oxo- 1 ,6-dihydropyrimidin- 1 -yl]-3 ,9-dimethyl-3 ,4,7, 15 -tetraazatricyclo [12.3.1.026]octadeca- 1(1 8),2(6),4, 14,1 6-pentaen-8-one hydrochloride (0.01 g, 0.017 mmol), prepareddescribed in Example 313, 2-bromopyrazine (5.51 mg, 0.035 mmol) and EtOH (1 ml)was heated in a microwave at 150 C for 30 mm, cooled to rt, and concentrated. To the residue were added Cs2CO3 (0.030 g, 0.093 mmol), Pd(OAc)2 (1.05 mg, 4.66 jimol),Xantphos (5.39 mg, 9.31 jimol), and 2-bromopyrazine (5.51 mg, 0.035 mmol), followeddioxane (0.93 1 ml). The reaction mixture was degassed with Ar for 10 mm. The vial was sealed and heated at 85 C. After 4 h, the reaction was cooled to rt and concentrated. Purification by reverse phase chromatography afforded (9R, 135)-i 3-(4- {5-chloro-2-[(pyrazin-2-yl)amino]phenyl} -6-oxo- 1 ,6-dihydropyrimidin- 1 -yl)-3 ,9-dimethyl-3 ,4,7, 15-tetraazatricyclo[ 12.3.1 .02?6]octadeca- 1(1 8),2(6),4, 14,1 6-pentaen-8-one trifluoroacetate(2.95 mg, 20% yield) as a yellow solid. MS(ESI) m/z: 582.5 (M+H). ?H NMR(400MHz, CD3OD) oe 9.09 (s, 1H), 8.73 (d, J=5.i Hz, 1H), 8.23 – 8.19 (m, 2H), 8.08 (dd,J=2.8, 1.4 Hz, 1H), 7.89 (d, J=2.6 Hz, 1H), 7.73 (s, 1H), 7.67 (d, J2.6 Hz, 1H), 7.53 (dd,J=5.i, 1.5 Hz, 1H), 7.50 (s, 1H), 7.43 (dd, J8.9, 2.5 Hz, 1H), 6.77 (s, 1H), 6.02 (dd,J=12.7, 4.3 Hz, 1H), 4.05 (s, 3H), 2.76 – 2.67 (m, 1H), 2.43 – 2.32 (m, 1H), 2.15 – 2.01 (m, 2H), 1.68 – 1.44 (m, 2H), 1.02 (d, J=6.8 Hz, 3H), 0.81 – 0.65 (m, 1H). Analytical HPLC (Method A): RT = 7.06 mm, 94.0% purity; Factor XIa Ki = 560 nM.

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-Bromopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; CORTE, James R.; DE LUCCA, Indawati; FANG, Tianan; YANG, Wu; WANG, Yufeng; DILGER, Andrew K.; PABBISETTY, Kumar Balashanmuga; EWING, William R.; ZHU, Yeheng; WEXLER, Ruth R.; PINTO, Donald J. P.; ORWAT, Michael J.; SMITH, Leon M. II; WO2015/116886; (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. 56423-63-3, name is 2-Bromopyrazine, A new synthetic method of this compound is introduced below., name: 2-Bromopyrazine

n-BuLi (25.4 ml_, 63.5 mmol, 2.5 M in hexane) was added drop wise to a -78 C solution of 2-bromopyrazine (10.1 g, 63.5 mmol) in toluene (150 ml_) under N2. After 10 min at -78 C, a solution of N-cyclobutylidene-2-methylpropane-2-sulfinamide (Preparation 50, 10.0 g, 57.71 mmol) in toluene (50 ml_) was added slowly. The resulting dark red solution was stirred for 1 hr at -78 C. The reaction was quenched by the addition of sat. NH4CI solution (10 ml_) and the reaction mixture dried (MgS04), filtered and concentrated in vacuo to give a brown oil. The crude product was purified by column chromatography on silica gel eluting with pet. Ether: EtOAc (100:0 to 0: 100) to MeOH: EtOAc (9:91 ) to afford the title compound as a yellow oil, 4.0 g, 27%. 1H NMR (400 MHz, CDCI3): delta 1 .21 (s, 9H), 1.86-1 .96 (m, 1 H), 2.08-2.19 (m, 1 H), 2.58-2.78 (m, 4H), 3.62-3.75 (br s, 1 H), 8.49 (d, 1 H), 8.56 (dd, 1 H), 8.80 (d, 1 H). LCMS m/z = 254 [M+H]+

The synthetic route of 56423-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER INC.; CASIMIRO-GARCIA, Agustin; STROHBACH, Joseph Walter; HEPWORTH, David; LOVERING, Frank Eldridge; CHOI, Chulho; ALLAIS, Christophe Philippe; WRIGHT, Stephen Wayne; (213 pag.)WO2018/11681; (2018); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 56423-63-3, 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. 56423-63-3, name is 2-Bromopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

EXAMPLE 92(f) Synthesis of 2-(1H-Imidazol-4-yl)-pyrazine To a solution of 4-Iodo-1-trityl-1H-imidazole (1 eq) in THF at room temperature was added ethylmagnesium bromide (1.2 eq) under dry conditions. After stirring for 90 minutes, zinc chloride (1.2 eq) was added to the reaction mixture. After stirring for another 90 minutes, tetrakis(triphenylphosphine) palladium (10%) and 5-bromopyrazine (1.3 eq) were added to the reaction mixture. Subsequent reaction conditions and work up are as described previously in Example 73, the resulting solid 2-(1H-Imidazol-4-yl)-pyrazine (37%) was collected by filtration. MH+(147)

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-Bromopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Chu, Daniel; Burger, Matthew; Lin, Xiaodong; Carroll, Georgia Law; Plattner, Jacob; Rico, Alice; US2003/125266; (2003); 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. 56423-63-3, name is 2-Bromopyrazine, This compound has unique chemical properties. The synthetic route is as follows., Product Details of 56423-63-3

General procedure: In a conical flask (50mL), a mixture of aryl halide (1 mmol), phenyl boronic acid (1.2 mmol),triethylamine (1 mmol), [Aemim]Br (1ml) and [Gmim]Cl-Pd (II) (0.1mol%, 5 mg)was added and stirred at 25OC for a period as indicated in Table 5(The reaction was monitored by HPLC and TLC). The resulting heterogeneousmixture was extracted with ethyl acetate or diethyl ether (3x 5 mL). Theorganic phase was separated and dried over anhydrous Na2SO4and evaporated. Evaporation of the solvent gave the crud product residue whichwas further purified by flash chromatography using n-hexane/EtOAc to give thedesired coupling product in 82-94% isolated yields.

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 56423-63-3.

Reference:
Article; Karthikeyan, Parasuraman; Vanitha, Arumugam; Radhika, Pachaiappan; Suresh, Kannan; Sugumaran, Arunachalam; Tetrahedron Letters; vol. 54; 52; (2013); p. 7193 – 7197;,
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., COA of Formula: C4H3BrN2

General procedure: 1,10-Phenanthroline (10.97 mg, 0.06 mmol) was added to 3-iodopyridine (94 mg, 0.46 mmol), 5 (p-TsOH salt, 100 mg, 0.30mmol), CuI (11.60 mg, 0.06 mmol), and K3PO4 (323 mg, 1.52mmol) in DMF (3 mL) at r.t. under nitrogen. The resultingmixture was stirred at 110 C for 1 d. The reaction mixture wasfiltered through a pad of Celite, and the filter cake was washedwith EtOAc (3 × 5 mL). The filtrate was concentrated to drynessunder reduced pressure to give a yellow residue which waspurified by flash silica chromatography, elution gradient 0-10%MeOH in CH2Cl2. Pure fractions were evaporated to dryness toafford 3a (49 mg, 68%) as an amorphous waxy yellow solid. Rf =0.41 (CH2Cl2-MeOH = 9:1). 1H NMR (400 MHz, CDCl3): delta = 8.56(1 H, d, J = 2.6 Hz), 8.48 (1 H, dd, J = 1.5, 4.8 Hz), 7.69 (1 H, ddd,J = 1.5, 2.6, 8.2 Hz), 7.32 (1 H, ddd, J = 0.7, 4.8, 8.2 Hz), 3.64 (2 H,s), 1.47 (7 H, s), 1.31 (6 H, s). N-H signal appeared under themethyl signal at delta = 1.47 ppm. 13C NMR (101 MHz, CDCl3): delta =174.4, 147.5, 146.8, 140.0, 133.3, 123.6, 62.5, 56.1, 49.7, 30.7 (2C), 27.9 (2 C). IR (): 3357, 3057, 2969, 2928, 1669, 1587, 1572,1467, 1434, 1402, 1347, 1302, 1283, 1246, 1206, 1173, 1151,1110 cm-1. HRMS (TOF ES+): m/z calcd for C13H19N3O [M + H]+:234.16009; found: 234.15987.

The synthetic route of 56423-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Alanine, Thomas A.; Stokes, Stephen; Scott, James S.; Synlett; vol. 28; 3; (2017); p. 357 – 361;,
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., Quality Control of 2-Bromopyrazine

A solution of 1-(4-(3,4-dichlorophenyl)-5-(isopropylthio)thiazol-2-yl)-5- (methoxycarbonyl)-3-methyl-1H-pyrazol-4-ylboronic acid (50 mg, 0.10 mmol), 2- bromopyrazine (20 mg, 0.12 mmol), Pd(PPh3)4 (12 mg, 0.10 mmol), Na2CO3 (54 mg, 0.51 mmol) in degassed 1,4-dioxane and H2O (4:1, 2.1 mL) was heated at 85 C for 18 hours. LiOH (12.4 mg, 0.52 mmol) was added and the reaction was heated at 90 oC under microwave radiation for 15 minutes.1 N HCl (1 mL) was added, followed by water (5 mL) and the mixture was extracted with EtOAc (3x5mL). The combined organic layers were dried with sodium sulfate, filtered and evaporated under reduced pressure. The crude product was purified by reverse chromatography on C-18 column using a solution of MeCN in water (containing 10 mM of NH4CO2H) (30 to 70%). The product was lyophylised and afforded the title compound (10 mg, 0.020 mmol, 20%) as a pale yellow solid. 1H NMR (500 MHz, DMSO) delta 8.97 (s, 1H), 8.71 (s, 1H), 8.58 (s, 1H), 8.23 (d, J = 1.9 Hz, 1H), 8.04 (dd, J = 8.4, 2.0 Hz, 1H), 7.76 (d, J = 8.5 Hz, 1H), 3.36 (hept, J = 6.7 Hz, 1H), 2.47 (s, 3H), 1.24 (d, J = 6.7 Hz, 6H); MS (m/z): 505.9 [M+H]+.

The synthetic route of 56423-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BANTAM PHARMACEUTICAL, LLC; SIDDIQUI, M., Arshad; CIBLAT, Stephane; DERY, Martin; CONSTANTINEAU-FORGET, Lea; GRAND-MAITRE, Chantal; GUO, Xiangyu; SRIVASTAVA, Sanjay; SHIPPS, Gerald, W.; COOPER, Alan, B.; BRUNEAU-LATOUR, Nicolas; LY, Vu, Linh; (314 pag.)WO2016/196644; (2016); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Synthetic Route of 56423-63-3, These common heterocyclic compound, 56423-63-3, name is 2-Bromopyrazine, 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: A solution of diazine derivative (1 equiv, 0.5 mmol) and the appropriate phosphite (1.1 equiv, 0.55 mmol) in acetonitrile (5 mL) is stirred at room temperature during 24 h under irradiation (distance 8-10 cm, 100 W). The solvent is removed under vacuum. GP A: water (5 mL) is added and the solution is extracted with dichloromethane (3×5 mL). Organic phases are dried over magnesium sulfate and the solvent is removed under vacuum. The crude mixture is purified by flash chromatography on silica gel with appropriate eluent. GP B: The crude mixture is purified by flash chromatography on silica gel with appropriate eluent and without aqueous work-up.

The synthetic route of 56423-63-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Erbland, Guillaume; Ruch, Jonas; Goddard, Jean-Philippe; Tetrahedron; vol. 72; 48; (2016); p. 7826 – 7831;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem

Electric Literature of 56423-63-3, 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. 56423-63-3, name is 2-Bromopyrazine belongs to pyrazines compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Method B (ii) (Suzuki coupling) [00164] To a solution of methyl- l-(3-fluoro-2-methylphenyl)-3- (((trifluoromethyl)sulfonyl) oxy)cyclopent-2-enecarboxylate (0.2 g, 0.5 mmol) in 1,2 dimethoxyethane (8 mL) was added bis(pinacolato)diboron (0.15 g, 0.6 mmol), potassium acetate (0.060 g, 0.6 mmol), [l,l’-Bis(diphenylphosphino)ferrocene] dichloropalladium(II), complex with dichloromethane (0.03 g, 0.02 mmol) and water (2 mL). The reaction mixture was heated to 80 C under N2 for 2 h. After this time the reaction mixture was cooled to r.t. and aryl bromide (0.57 mmol), potassium carbonate (0.036 g, 1.31 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.03 g, 0.026 mmol) were added and the reaction mixture heated to 110 C under N2 for 2 h. Reaction mixture was cooled to rt and filtered through Celite, washing with EtOAc (3 x 10 mL). Combined organics were extracted with water (15 mL) then brine (20 mL). EtOAc layers were then dried, filtered (phase separation cartridge) and concentrated.

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-Bromopyrazine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; MUNOZ-SANJUAN, Ignacio; MAILLARD, Michel; LUCKHURST, Christopher, A.; JARVIS, Rebecca, E.; BUeRLI, Roland, W.; ALLEN, Daniel, R.; HAUGHAN, Alan, F.; BRECCIA, Perla; VATER, Huw, D.; STOTT, Andrew, J.; PENROSE, Stephen, D.; WALL, Michael; SAVILLE-STONES, Elizabeth, A.; WISHART, Grant; HUGHES, Samantha, J.; WO2014/159218; (2014); A1;,
Pyrazine – Wikipedia,
Pyrazine | C4H4N2 – PubChem