Bromides-buliding-blocks

Electric Literature of 3814-30-0, 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. 3814-30-0, name is (Bromomethyl)cyclopentane, This compound has unique chemical properties. The synthetic route is as follows.

A mixture of 7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one (200 mg, 0.908 mmol), (bromomethyl)cyclopentane (178 mg, 1.1 mmol) and K2CO3 (188 mg, 1.4 mmol) in DMF (5 mL) was stirred at 70 C. for 16 hrs. The reaction mixture was filtered. The residue was purified with preparative HPLC to give 3-(cyclopentylmethyl)-7-(tetrahydro-2H-pyran-4-yl)imidazo[5,1-f][1,2,4]triazin-4(3H)-one 35 mg (13%). 1H NMR (CD3OD, 400 MHz): delta 8.02 (s, 1H), 7.76 (s, 1H), 4.08-4.05 (m, 2H), 3.89 (d, J=7.6 Hz, 2H), 3.65-3.55 (m, 3H), 2.41-2.33 (m, 1H), 2.09-1.91 (m, 4H), 1.82-1.70 (m, 6H), 1.34-1.33 (m, 2H). LC-MS: (m/z) 303.1 (MH+) tR (minutes, method 4)=2.39 minutes

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclopentane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; H. Lundbeck A/S; Kehler, Jan; Rasmussen, Lars Kyhn; Langgard, Morten; Jessing, Mikkel; Vital, Paulo Jorge Vieira; Juhl, Karsten; (30 pag.)US2016/311831; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 558-13-4,Some common heterocyclic compound, 558-13-4, name is Carbontetrabromide, molecular formula is CBr4, 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 an ice cold solution of the hexanol (ca. 19.8 mmol) and carbon tetrabromide (21.98 mmol) in methylene chloride (50 ml) was added triphenylphosphine (22.30 mmol) in methylene chloride (50 ml) and the resulting solution was stirred for 2.5 hours. The volatiles were evaporated and the residue was taken up in either (100 ml), cooled in ice, and filtered. The filtrate was evaporated and distilled to afford 6-phenylhexyl bromide as an oil.

The synthetic route of 558-13-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SmithKline Beecham Corporation; US5135938; (1992); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 656-64-4, 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. 656-64-4, name is 3-Bromo-4-fluoroaniline belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 7. 2′,6-Difluoro-5′-(5-(2-hvdroxypropan-2-yl -lH-benzor(ilimidazoll- yl)biphenyl-2-carbonitrile (Compound 111).Scheme 18. Preparation of Compound 111.[168] Step 1. l-(4-(3-Bromo-4-fluorophenylaminoV3-nitrophenyl ethanone (31): 30 (5 g, 27.3 mmol) was mixed with 3-bromo-4-fluoroaniline (8.3 g, 44 mmol) in NMP (20 mL) and heated at 90 C. After 3 days the reaction was cooled and the mixture was poured into ice water (500 mL). The orange solid was filtered, washed with water (200 mL) and then washed with heptanes (100 mL). After drying under vacuum for 6 hours at 50 C, 11.2 g (>100%) of 31 was obtained. The sample contained residual NMP by NMR and was used directly in the next step.

The synthetic route of 3-Bromo-4-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CONCERT PHARMACEUTICALS, INC.; LIU, Julie, F.; HARBESON, Scott, L.; WO2011/47315; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

103977-79-3, name is 3-Bromo-2,4-difluoroaniline, 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. Formula: C6H4BrF2N

To a mixture of 4,4,5,5,4′,4′,5′,5′-octamethyl-[2,2′]bi[[1,3,2]dioxaborolanyl] (1.831 g, 7.21 mmol), potassium acetate (1.415 g, 14.42 mmol) and [1,1′-bis(diphenylphosphino)ferrocene]dichloropalladium(II) complexed with dichloromethane (1:1) (0.785 g, 0.962 mmol) under nitrogen was added a solution of 3-bromo-2,4-difluoroaniline (1.0 g, 4.81 mmol) in 1,4-dioxane (20 mL). The mixture was stirred at 100 C. overnight. After cooling to room temperature, the mixture was diluted with DCM and filtered through Celite. The filtrated was concentrated in vacuo. The residue was purified by Biotage Isolera (740 mg, 60%). LCMS calculated for C12H17BF2NO2 (M+H)+ m/z=256.1; found 256.1.

The synthetic route of 103977-79-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Incyte Corporation; Vechorkin, Oleg; Pan, Jun; Liu, Kai; Sokolsky, Alexander; Wang, Anlai; Ye, Hai Fen; Ye, Qinda; Yao, Wenqing; (167 pag.)US2018/72720; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, molecular formula is C14H8Br2, 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. Application In Synthesis of 1,2-Bis(4-bromophenyl)ethyne

General procedure: Diphenylacetylene (36 mg, 0.20 mmol), NFSI (95 mg, 0.30 mmol,1.5 equiv), bathocuproine (8.7 mg, 24 mumol, 12 mol%), CuBr (2.9 mg, 20 mumol, 10mol%) and CsF (30 mg, 0.20 mmol, 1.0 equiv) were added to a Schlenk tubecontaining a magnetic stirring bar in open air. The tube was evacuated and refilledwith N2 gas following the usual Schlenk technique. Anhydrous 1,2-dichloroethane(2.0 mL, 0.10 M) was added into the tube and the reaction tube was capped with a J.Young O-ring tap. The reaction mixture was stirred and heated at 70 C for 12 h.The mixture was then cooled to room temperature. The crude mixture was filteredthrough a pad of silica gel topped with Na2SO4 in a short column and concentrated invacuo. 2-Fluorobiphenyl (17.2 mg, 0.10 mmol) was added into the crude as aninternal standard and the 19F NMR yield was determined. Purification by flashchromatography on silica gel (hexane/EtOAc = 7:1) followed by concentration invacuo provided 2a in 62% (53.3 mg, 0.124 mmol) yield as white crystals.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2789-89-1, its application will become more common.

Reference:
Article; Yip, Shu Jan; Yoshidomi, Tetsushi; Murakami, Kei; Itami, Kenichiro; Chemistry Letters; vol. 47; 3; (2018); p. 329 – 331;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 40161-54-4, A common heterocyclic compound, 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, molecular formula is C7H3BrF4, 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.

EXAMPLE 3 Ex 3a N-[2′-fluoro-4′-(trifluoromethyl)-4-biphenylyl]methanesulfonamide A solution of 1-bromo-2-fluoro-4-(trifluoromethyl)benzene (0.17 mmol), N-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]methanesulfonamide (0.34 mmol), and tetrakis(triphenylphosphine)palladium(0) (0.01 mmol) in 2M aqueous potassium carbonate solution (1.0 mL) and N,N-dimethylformamide (1.0 mL) was heated at 100 C. for 17 h. The reaction mixture was cooled, poured into water (3.0 mL), and extracted with (3*4.0 mL) ethyl acetate. The combined organic layers were dried over sodium sulfate and were concentrated in vacuo. Purification of the residue by Gilson reverse phase HPLC provided the title product as a white powder (65%). ESMS [M+H]+: 334.2.

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; SMITHKLINE BEECHAM CORPORATION; CYTOKINETICS; US2007/259951; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, 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 16518-62-0, Safety of 3-Bromo-N,N-dimethylaniline

To a solution of compoundN,N dimethyl-3-bromo aniline (10.0 g, 50.0 mmol) in AcOH (250 mL) was added 12.16 mL of 37% formaldehyde aqueous solution (4.5 g, 150.0 mmol), and the mixture was stirred at 60 C for 115 mm. After cooling to room temperature, a portion of acetic acid was removed by vacuum. Then, the reaction mixture was neutralized with saturated NaHCO3 aq. and NaOH aq., and extracted with CH2C12. The organic layer waswashed with brine, dried over Na2SO4 and evaporated to dryness. The residue was purified by flash chromatography (silica gel) to give pure 4,4?-methylenebis(3-bromo-N,N- dimethylaniline) (5.24 g, 12.7 mmol, 51% yield).

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-Bromo-N,N-dimethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VISEN MEDICAL, INC.; GROVES, Kevin; BUFF, Ryan; WO2014/144793; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 1073-06-9,Some common heterocyclic compound, 1073-06-9, name is 1-Bromo-3-fluorobenzene, molecular formula is C6H4BrF, 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.

500ml three-necked flask, magnesium turnings 5.9g (0.24mol), THF20ml,A solution of 38.5 g (0.22 mol) of 3-fluorobromobenzene in 140 mL of THF was added dropwise to prepare 3-fluorophenyl magnesium bromide.Warmed to 60 C,To maintain a steady reaction dropwise 1,4-cyclohexanedione monoethylene ketal 31.2g (0.2mol)And 120ml of toluene dubbed the solution, after the incubation temperature was stirred 3h,Cool to 0 C. Keep the temperature below 10 C slowly add 2N hydrochloric acid 200ml, the upper organic layer was separated,The aqueous layer was extracted once with 120 ml of toluene, the organic phases were combined, the solvent was evaporated to 100 C, 1 g of p-toluenesulfonic acid was added,Ethylene glycol 5g, reflux water 5h to dry out. The reaction solution was washed with aqueous sodium bicarbonate until neutral,Drying toluene,43.1 g (46.8 g) of cyclohexenyl intermediate was obtained in a yield of 92% and a GC purity of 98.6%.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-Bromo-3-fluorobenzene, its application will become more common.

Reference:
Patent; (11 pag.)CN107573212; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 203302-95-8, These common heterocyclic compound, 203302-95-8, name is 4-Bromo-3,5-difluoroaniline, 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.

mixture of 4-bromo-3,5-difluroaniline (400 mg, 1.923 mmol) and NCS (257 mg, 1.923 mmol) in DMF (3.8 mL) was stirred at 60C for 90 min. It was diluted with diethyl ether (40 mL), washed with water (20 mL), and brine (20 mL). The organic layer was dried over magnesium sulfate, filtered and the solvent was evaporated under reduced pressure. The residue was purified by flash column chromatography (eluting with EtOAc/hexane = 50%) to give the title compound. MS (ES+) m/z: 242, 244 (M+H).

Statistics shows that 4-Bromo-3,5-difluoroaniline is playing an increasingly important role. we look forward to future research findings about 203302-95-8.

Reference:
Patent; MERCK SHARP & DOHME CORP.; XU, Jiayi; ALI, Amjad; ZHOU, Wei; GAO, Ying-Duo; EDMONDSON, Scott, D.; MERTZ, Eric; NEELAMKAVIL, Santhosh, F.; LIU, Weiguo; SUN, Wanying; SHEN, Dong-Ming; HARPER, Bart; ZHU, Cheng; BARA, Thomas; LIM, Yeon-Hee; YANG, Meng; (227 pag.)WO2017/74832; (2017); A1;,
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. 75024-22-5, name is 1,4-Dibromo-2,3-dimethylbenzene, A new synthetic method of this compound is introduced below., Application In Synthesis of 1,4-Dibromo-2,3-dimethylbenzene

100 g (380 mmol) of 1,4-dibromo-2,3-dimethylbenzene are dissolved in 1500 ml of dry diethyl ether, 420 ml (840 mmol) of a 2 M solution of n-butyllithium in cyclohexane are added dropwise at -70 C., after 1 h 130 ml of trimethyl borate (1140 mmol) are added dropwise, the mixture is allowed to come to RT over the course of 1 h, the solvent is removed, 90 g (76 mmol) of pinacol and 1000 ml of toluene are added, the mixture is heated at the boil for 2 h, the solvent is removed again, and the residue, which is homogeneous according to 1H-NMR, is employed in the subsequent reaction without further purification.

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; Merck Patent GmbH; US2011/92701; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary