Bromides-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 626-88-0, name is 1-Bromo-4-methylpentane, belongs to bromides-buliding-blocks 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 626-88-0, category: bromides-buliding-blocks

To a solution of Magnesium turning (46 mg, 1.9 mmol) with catalytic amount of iodine indiethylether (1 mL) was added 1-bromo-4-methyl pentane(0.345 mL, 2.37 mmol). The reaction mixture was stirred under argon gas until complete consumption of the Magnesium turning at ambient temperature. To a reaction mixture was added 9 (500 mg,1.58 mmol) in diethylether (1 mL) at ambient temperature. The reaction mixture was stirred until the bubbling was over at ambient temperature. The reaction mixture was quenched with 2 N HCl, and diluted with EtOAc. The organic phase was washed with H2O and brine, dried over MgSO4, and concentrated in vacuo. Purification of the residue via flash column chromatography on silica gel (EtOAc:n-Hexane 1:10 to 1:5) afforded 96 mg (15%) of the desired alcohol11: 1H NMR (CDCl3, 300 MHz) d 5.35 (d, J 5.3 Hz, 1H), 3.53 (m, 1H),2.32-2.24 (m, 2H), 2.11-0.86 (m, 42H). LR-MS (FAB) m/z 425(M Na)

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Reference:
Article; Kim, Kyeojin; Maharjan, Sony; Lim, Changjin; Kim, Nam-Jung; Agrawal, Vijayendra; Han, Young Taek; Lee, Sujin; An, Hongchan; Yun, Hwayoung; Choi, Hyun-Jung; Kwon, Young-Guen; Suh, Young-Ger; European Journal of Medicinal Chemistry; vol. 75; (2014); p. 184 – 194;,
Bromide – Wikipedia,
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Synthetic Route of 90267-03-1, These common heterocyclic compound, 90267-03-1, name is 1-Bromo-3,5-diethylbenzene, 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 mixture of N- ( 4- (methylsulfonyl ) benzyl ) -2 , 3 , 4 , 5- tetrahydro-1 , 5-benzoxazepine-8-carboxamide (29 mg, 0.08 mmol), l-bromo-3, 5-diethylbenzene (34 mg, 0.160 mmol), RuPhos-Pd-Gl (5.83 mg, 8.00 mumol) , RuPhos (3.73 mg, 8.00 mumol) , NaOtBu (23 mg, 0.240 mmol) and DME (1 mL) was heated at 130C for 2 h under microwave irradiation. The reaction mixture was diluted with AcOEt (3 mL) and quenched with H20 (1 mL) , and stirred for 2 min. The organic layer was separated and then the aqueous layer was extracted with EtOAc (2 mL) . The combined organic layer was evaporated by blowing away with the air at 60 C. The residue was purified by preparative HPLC (Actus Triart C18, eluted with MeCN/10 mM NH4HCO3 aq. 5 : 95?100 : 0 ) . Pure fractions were combined and concentrated by blowing away with the air at 60C to afford the title compound (14.4 mg, 0.0292 mmol, 37%).

The synthetic route of 90267-03-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; YAMAMOTO, Satoshi; SHIRAI, Junya; KONO, Mitsunori; SHIOKAWA, Zenyu; YUKAWA, Tomoya; IMADA, Takashi; NEGORO, Nobuyuki; ODA, Tsuneo; SASAKI, Satoshi; NARA, Yoshi; SUZUKI, Shinkichi; SATO, Ayumu; ISHII, Naoki; SHIBUYA, Akito; NAKAGAWA, Yasuo; COLE, Derek; GIBSON, Tony; IVETAC, Anthony; SWANN, Steve; TYHONAS, John; (472 pag.)WO2018/30550; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 771-14-2, name is 2-Bromonaphthalen-1-amine, belongs to bromides-buliding-blocks 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 771-14-2, name: 2-Bromonaphthalen-1-amine

General procedure: To a solution of 2-bromoaniline (1.0 equiv.) and N,N-diisopropylethylamine (2.4 equiv.) in toluene was added cis-1,4-dichlorobut-2-ene (1.8 equiv.). The mixture was stirred at reflux until complete consumption monitored by TLC. The reaction was cooled to room temperature, diluted with water, and extracted with EtOAc. The combined organic layers were washed with saturated NaCl solution and dried over Na 2 SO 4 . The solvents were removed under reduced pressure, purified by flash chromatography to give the pure or crude desired product 3. The product 3 was dissolved in anhydrous THF, then was cooled to -78 oC, n-BuLi (1.2 equiv., 2.5 mol/L in n-hexane) was added dropwise to the mixture and keep temperature no more than -50 oC, the mixture was stirred for 30 minutes, (COOR3) 2 (1.0-1.2 equiv.) in THF was added dropwise at -78 oC and stirred at -78 oC for 2 h. The reaction was warmed to room temperature slowly, then quenched with saturated NH 4 Cl solution, and extracted with EtOAc. The combined organic layers were washed with saturated NaCl solution and dried over Na 2 SO 4 . The solvents were removed under reduced pressure, purified by flash chromatography to give the desired product 1.

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-Bromonaphthalen-1-amine, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Du, Hong-Jin; Lin, Chao; Wen, Xiaoan; Xu, Qing-Long; Tetrahedron; vol. 74; 52; (2018); p. 7480 – 7484;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 53078-85-6, name is 2-Bromo-5-methylaniline, A new synthetic method of this compound is introduced below., SDS of cas: 53078-85-6

To a solution of 2-bromo-5-methylaniline (1.0 eq.) in tetrahydrofuran (0.2 M) at 0 C. under N2 atmosphere was added dropwise 1M NaHMDS (2.5 eq.). The reaction was stirred for 15 minutes at 0 C., and a solution of di-tert-butyl dicarbonate in tetrahydrofuran was added. The reaction was warmed to room temperature overnight. The solvent was evaporated, and the resulting residue was quenched with 0.1N HCl aqueous solution. The aqueous suspension was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over anhydrous MgSO4, and concentrated en vacuo. The crude material was purified by flash chromatography on a COMBIFLASH system (ISCO) using 0-5% ethyl acetate in hexane to give tert-butyl 2-bromo-5-methylphenylcarbamate as a light yellow oil.

The synthetic route of 53078-85-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLAXOSMITHKLINE BIOLOGICALS SA; Singh, Manmohan; Skibinski, David; Cianetti, Simona; Doro, Francesco; Jain, Siddhartha; (96 pag.)US9950062; (2018); B2;,
Bromide – Wikipedia,
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61613-22-7, name is 2-Bromo-N-phenylaniline, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. COA of Formula: C12H10BrN

2-Bromo-N-phenylaniline (10 g) was dissolved inAfter 100 ml THF (tetrahydrofuran), the reaction temperature is lowered to -78 C,20 ml of 2.5 M BuLi (butyllithium) was slowly added dropwise and stirred for 1 hour.Dissolving 15.2 g of bis(4-chlorophenyl)methanone (bis(4-chlorophenyl)methanone)After 150 ml of THF (tetrahydrofuran) was slowly added dropwise,The temperature was raised to room temperature and stirred for 12 hours. After the reaction is over,A solid obtained by extracting with distilled water and MC (dichloromethane) and removing water by using anhydrous magnesium sulfate and then filtering under reduced pressure is directly dissolved in 150 ml of acetic acid (Acetic acid) without further purification.10 ml of sulfuric acid was added dropwise and stirred under reflux. After the reaction is over,Extraction with distilled water and MC (dichloromethane) and column purification of the resulting solid10g I3. (yield 62%)

The synthetic route of 61613-22-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dongjin Shimeiken Co., Ltd.; Xian Haowan; An Xianzhe; Jin Bingyu; Han Zhengyou; Jin Jintai; (31 pag.)CN104471022; (2018); B;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C6H3BrF2

General procedure: To 2 mL of 1,4-dioxane in microwave reaction vessel were added bromobenzene (0.20 g, 1.27 mmol), bis(pinacolato)diboron (0.36 g, 1.40 mmol), potassium acetate (0.38 g, 3.8 mmol), and PdCl2(dppf) (0.028 g, 0.038 mmol). The reaction mixture was heated to 110 ¡ãC by microwave irradiation at power 100 W for 10 min. After solvent was removed under reduced pressure, the residue was purified by dry column vacuum chromatography (DCVC) using dichloromethane (DCM) as eluent provided the 0.16 g in 62 percent 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 38573-88-5.

Reference:
Article; More, Kunal N.; Hong, Victor S.; Lee, Ahyeon; Park, Jongsung; Kim, Shin; Lee, Jinho; Bioorganic and Medicinal Chemistry Letters; vol. 28; 14; (2018); p. 2513 – 2517;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 58971-11-2, name is 3-Bromophenethylamine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C8H10BrN

Intermediate (iv)N-[2-(3-Bromo-phenyl)-ethyl]-4-methyl-benzenesulfonamideTsCI (1 1 g, 57.5 mmol, 1 .15 eq.) was dissolved in DCM (150 ml_) and cooled to 0C. To this solution was added a solution of 3-bromo-phenethyamine (10 g, 50 mmol) in DCM (50 ml_), followed by Et3N (18 ml_). The solution was stirred at r.t. overnight when TLC (5% MeOH in DCM) showed that the reaction was complete. LCMS: t=4.158, MS 354/356. 3 g of polymer-supported-amine was added, stirred for 1 h at r.t. The solution was filtered through a Celite pad, rinsed with DCM and the solvent was evaporated to dryness, re-dissolved in DCM (100 mL) and water (20 mL). The two layers were separated, and the aqueous layer was extracted with DCM (20 mLx2). The combined DCM extracts were washed with 1 N H3PO4 (2 x 20 mL) and sodium bicarbonate (20 mL), and brine (15 mL x 2), dried (anhydrous potassium carbonate), filtered, and concentrated in vacuo. The crude product was purified on a silica gel column, eluted with DCM (TLC: DCM) to get 17.89 g (100%) of the title compound as a off-white solid, on standing.TLC (DCM): 0.7Rf.LCMS: RT = 3.72 minutes, MS: 356 (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 58971-11-2.

Reference:
Patent; SANOFI; GAO, Zhongli; HARTUNG, Ryan; WO2011/143155; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 142808-15-9, These common heterocyclic compound, 142808-15-9, name is 4-Bromo-2-fluorobenzotrifluoride, 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) S.S’-Difluoro-^-ttrifluoromethylH-biphenylamineTo a stirred solution of 2-fluoro-4-iodoaniline (7.0 g, 29.5 mmol), bis(pinacolato)diboron (9.8 g, 38.6 mmol) and potassium acetate (8.7 g, 88.6 mmol) in dimethylformamide (150 ml_) was added [1 ,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium (II) dichloromethane adduct (0.66 g, 0.9 mmol). After purging with nitrogen, the reaction was heated to 80 0C and stirred for 4 h. 4-Bromo-2-fluoro-1-(trifluoromethyl)benzene (7.2 g, 29.6 mmol), potassium carbonate (10.2 g, 73.8 mmol), water (20 ml_) and [1 ,1’- bis(diphenylphosphino)ferrocene]dichloropalladium (II) dichloromethane adduct (0.66 g, 0.9 mMol) were added and the reaction stirred at 100 0C for 18 h. After cooling to room temperature, the reaction was evaporated to dryness under vacuum. The residue was taken up in ethyl acetate, filtered to remove insolubles, washed with water, brine, dried (Na2SO4), filtered and concentrated under vacuum. Purification by flash chromatography on silica gel (20% ethyl acetate/hexanes), trituration with hexane, filtration and drying under vacuum gave the title compound (4.93 g, 61 %) as a white solid: MS (ES) m/e 274.0 (M + H)+.

Statistics shows that 4-Bromo-2-fluorobenzotrifluoride is playing an increasingly important role. we look forward to future research findings about 142808-15-9.

Reference:
Patent; SMITHKLINE BEECHAM CORPORATION; WO2006/113432; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

24358-62-1, name is 1-(4-Bromophenyl)ethylamine, belongs to bromides-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Application In Synthesis of 1-(4-Bromophenyl)ethylamine

4-Bromo-alpha-methylbenzylamine (8.15 g, 40.73 mmol) and (4.15 g, 41.00 mmol) triethylamine dissolved in 150 ml dichloromethane was treated slowly with ethanesulfonyl chloride (5.27 g, 41.00 mmol) and stirred for 15 minutes. The reaction mixture was extracted with 50 ml 1N HCl/15 ml brine. The organic layer was separated, dried sodium sulfate, filtered, and concentrated in vacuo to afford the title compound. 1H NMR: 7.52 (d,2H,J=12 Hz), 7.25 (d,2H,J=12 Hz), 4.77 (m,1H), 4.63 (m,1H), 2.77 (m,2H), 1.56 (d,3H,J=8 Hz), 1.27 (t,3H,J=8 Hz). MS calcd. 292.2; MS (M+-1) 291.1.

The synthetic route of 24358-62-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Coleman, Darrell Stephen; Jagdmann, Gunnar Erik; Johnson, Kirk Willis; Johnson, Michael Parvin; Large, Thomas Hallett; Monn, James Allen; Schoepp, Darryle Darwin; Barda, David Anthony; Britton, Thomas Charles; Dressman, Bruce Anthony; Henry, Steven Scott; Hornback, William Joseph; Tizzano, Joseph Patrick; Fichtner, Michael William; US2004/6114; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 1422-54-4, The chemical industry reduces the impact on the environment during synthesis 1422-54-4, name is 2-Bromo-6-fluorotoluene, I believe this compound will play a more active role in future production and life.

The boronate ester (151 mg) and 2-bromo-6-fluoro-toluene (139 mu) were dissolved in dioxane (3 mL). K3PO4.7H2O (373 mg) and PdCI2(PPh3)2 (26 mg) were added under an N2-atmosphere and the resulting mixture was subjected to microwave irradiation (250W, 120C, 60-90 min.). The reaction mixture was cooled, filtered over a layer of decalite and washed with ethyl acetate. Evaporation of the solvent and chromatography over silica gel with ethyl acetate/heptane afforded 3-(2-chlorophenyl)-4-(2-methyl-3-fluorophenyl)-5-(4-methoxyphenyl)- isoxazole (124 mg).

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-Bromo-6-fluorotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; N. V. ORGANON; DIJCKS, Fredricus Antonius; VEENEMAN, Gerrit Herman; PETERS, Johannes Lambertus Maria; WO2012/52395; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary