Bromides-buliding-blocks

55289-36-6, 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. 55289-36-6, name is 3-Bromo-2-methylaniline, This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 7g1 (Alfa, 10 g, 54 mmol) in a mixture of concentrated sulfuric acid (130 mL), water (125 mL), and crushed ice (90 g) is stirred in an ice bath. Sodium nitrite solution in water (26 mL) is added dropwise while maintaining the temperature between 0 and 5C. After the addition is complete, the mixture is stirred for 30 min at the same temperature. The mixture is poured into heated (120C) sulfuric acid (100 mL) and water (75 mL) and the heating is continued for 20 min. The cooled reaction mixture is extracted with Et20. The combined extracts are washed with water, brine, dried over MgS04, filtered and concentrated under vacuum to give compound 7g2.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; SIMONEAU, Bruno; DEROY, Patrick; FADER, Lee; FAUCHER, Anne-Marie; GAGNON, Alexandre; GRAND-MAITRE, Chantal; KAWAI, Steven; LANDRY, Serge; MERCIER, Jean-Francois; RANCOURT, Jean; WO2011/100838; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 68322-84-9, name is 2-Bromo-1-fluoro-4-(trifluoromethyl)benzene, 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 68322-84-9, 68322-84-9

General procedure: Example 14 l,5-anhydro-2,3-dideoxy-3-{[(2R,3aR,6aR)-3a-({(lS,4S)-5-[2-fluoro-5- (trifluoromethyl)phenyl]-2,5-diazabicyclo[2.2.1 ]hept-2-yl} carbonyl)octahydropentalen-2- yl] amino } -4-O-methyl-D-erythro-pentitol To a solution of Example 1 IB (70 mg, 0.193 mmol), 2-bromo-l-fluoro-4- (trifluoromethyl)benzene (117 mg, 0.483 mmol) in toluene (1 mL) was added 2- dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl (9 mg, 0.02 mmol), Pd2(dba)3 (18 mg, 0.02 mmol) and sodium t-butoxide (26 mg, 0.27 mmol) was then stirred at 120 C for 12 hours. The reaction was cooled and water was added. The reaction mixture was extracted with ethyl acetate. The organic fractions were concentrated and the residue was purified by preparative HPLC (Column: Phenomenex Synergi CI 8 150*30etaiotaetaiota*4muiotaeta; Mobile phase: from 25% acetonitrile in water (0.225% TFA) to 45% acetonitrile in water (0.1 % TFA)) to give the title compound as a trifluoroacetic acid salt. 1H NMR (400 MHz, CD3OD) delta (ppm): 7.20 (m, 1H), 7.01 (m, 2H), 4.55-4.85 (m, 3H), 4.29 (m, 1H), 3.47-4.04 (m, 12H), 1.60-2.50 (m, 13H), 1.42 (m, 2H); MS (ESI) m/z 526 (M+H)+.

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-1-fluoro-4-(trifluoromethyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; ABOTT LABORATORIES TRADING (SHANGHAI)COMPANY, LTD.; MEYER, Michael D.; WANG, Xueqing; GUO, Tao; WEI, Robert; WANG, Lijuan Jane; WO2013/149376; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 58971-11-2, name is 3-Bromophenethylamine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 58971-11-2

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).

The synthetic route of 58971-11-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SANOFI; GAO, Zhongli; HARTUNG, Ryan; WO2011/143145; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

327-52-6, A common compound: 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, belongs to bromides-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below.

[0122] Into a 100 mL three- necked flask were added 4.62 g 1- bromo- 2, 4, 5- trifluorobenzene (0.022 mol) andanhydrous tetrahydrofuran (50 mL) . The resulting mixture was cooled to- 20 C. The solution of isopropylmagnesiumbromide (22 mmol) in tetrahydrofuran (22 ml, 1 M THF) was slowly added dropwise under nitrogen. After the additionwas complete, the reactants were maintained at- 20 C for later use.[0123] Cuprous bromide – dimethyl sulfide (0.41 g, 0.002 mol) was suspended in 5 ml anhydrous tetrahydrofuran. Theresulting mixture was cooled to -5 C. The Grignard reagent as described above was slowly added dropwise undernitrogen. After 15 min, a solution of the acridine compound as shown in the above reaction formula (4.16 g, 0.015 mol)in 30 mL tetrahydrofuran was slowly added dropwise. After additional 5 min, 50 mL saturated solution of ammoniachloride was added to quench the reaction. Into this obtained solution was added 50 mL ethyl acetate. The separatedwater layer was extracted with another 50 mL ethyl acetate. The obtained organic layers were collected together andfurther was washed with saturated solution of sodium chloride and then dried over anhydrous sodium sulfate, followedby filtration and concentration to obtain a crude product, which was further treated by column chromatography to obtaina compound (4.98 g, 0.0128 mol, yield 85%).1H NMR (400 MHz, CDCl3) delta 7.87?7.61 (m, 5H), 7.15?6.94 (m, 1H), 6.88 (d, J = 6.8 Hz, 1 H), 5.02 (d, J = 8.9 Hz, 1 H),4.00 – 3.80 (m, 1 H), 2.92?2.76 (m, 1 H), 2.76?2.64 (m, 1H), 2.64? 2.44 (m, 2H), 2.06 (d, J = 14.6 Hz, 3H), 1.84 (s, 1H), 1.62 (s, 1H). Ms (M++1): 390.

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, 1-Bromo-2,4,5-trifluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Zhejiang Hisoar Pharmaceutical Co., Ltd; PAN, Xianhua; LI, Weijin; ZHANG, Qunhui; RUAN, Libo; YU, Wansheng; DENG, Fei; MA, Tianhua; HUANG, Mingwang; HE, Minhuan; EP2647624; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 7617-93-8, name is 2-Bromo-1,4-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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. 7617-93-8

All experiments were performed in a previously-described quadrupole ion trap mass spectrometer (modified ThermoFinnigan LCQ DECA) equipped with electrospray ionization (ESI) [15, 17]. In a typical experiment, the dianion precursor was dissolved in methanol (10-4 M) and injected through the electrospray interface at flow rates ranging from 3 to 5 muL/min. The neutral reagents were mixed into the buffer gas by injecting a constant flow of reagent (20-400 muL/h) into a measured flow of helium (1000-1500 mL/min). Reactions were monitored as a function of time at various flow rates (pressures) of the reagent and branching ratios were determined. Time delays and reagent flows were adjusted to obtain plots that covered two to three half-lives of the reactant ion. Reported rate constants were measured at three different reagent flow rates and at least nine kinetic runs were collected on 2 or more days (>18 runs). In the past, we have shown that the ion trap gives reactivity at near ambient temperature [18]. All the arene reagents were obtained from commercial sources.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7617-93-8, its application will become more common.

Reference:
Article; Eanes, Allison D.; Noin, Diogo O.; Kebede, Maheteme K.; Gronert, Scott; Journal of the American Society for Mass Spectrometry; vol. 25; 1; (2014); p. 10 – 17;,
Bromide – Wikipedia,
bromide – Wiktionary

40161-54-4, 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. 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Example 14; ralphac-(35r,4i?)-7V-cyclopropyl-4- [2-fluoro-4-(trifluoromethyl)phenyl] -4-hydroxy-iV- [3 -(2- methoxyethoxy)-5 -(3 -methoxypropyl)benzyl]piperidine-3 -carboxamide; Step 1: rac-tert-butv (3?4i?V3-alphacvclopropyir3-q-methoxyethoxy)-5-(3- methoxypropyDbenzyll amino } carbonyl)-4- [2-fluoro-4-(trifluoromethyl)phenyl] -4- hydroxypiperidine- 1 -carboxylate; ?-BuLi (2.50 M in THF, 3.11 eq.) was added to a stirred solution of l-bromo-2- fluoro-4-(trifluoromethyl)benzene (3.24 eq.) in THF (1.6 M) at -78 C. The mixture was stirred at -78 0C for 15 min then MgBr2-Et2O (0.4 M in THF, 3.32 eq.) was added dropwise. The mixture was stirred -78 C for 30 min. The resulting solution was cannulated into a solution of keto amide 3.1 (1 eq.) in THF (0.15 M) at -78 C. The reaction mixture was stirred at -78 C for 1 hr then allow to warm slowly to rt with stirring over 12 h. The mixture was quenched with saturated NH4Cl, diluted with Et2O. The organic extract was washed with brine, dried (MgSO4), filtered and concentrated in vacuo. The residue was purified by column chromatography on silica gel (10-75% EtOAc in hexanes) to give the title compound as an oil.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; MERCK FROSST CANADA LTD.; WO2009/70869; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 24358-62-1, name is 1-(4-Bromophenyl)ethylamine, molecular formula is C8H10BrN, 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. 24358-62-1

7-Fluoro-lH-benzo[d][l,3]oxazine-2,4-dione (0.500 g; 2.76 mmol), l-(4- bromophenyl)ethanamine (0.474 ml; 3.31 mmol), urea (0.249 g; 4.14 mmol), and 3 ml of DMA were charged in a microwave tube and heated for 10 min at 250 C. The reaction mixture was cooled to rt, mixed with water, and extracted twice with EtOAc. Combined organic phases were dried over Na2S04 and evaporated to dryness. The crude product was purified with CombiFlash (normal phase silica) to yield 389 mg of 3-(l-(4- bromophenyl)ethyl)-7-fluoroquinazoline-2,4(lH,3H)-dione. 1H-NMR (400 MHz, d6- DMSO): delta 1.77 (d, 3H), 6.11 (q, 1H), 6.22 (d, 1H), 6.60 (dd, 1Eta),7.19-7.26 (m, 2H), 7.45- 7.50 (m, 2H), 7.66 (d, 1H), 10.96 (br s, 1H).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 24358-62-1, its application will become more common.

Reference:
Patent; ORION CORPORATION; PRUSIS, Peteris; HOeGLUND, Lisa; TOeRMAKANGAS, Olli; HIETANEN, Ari; ARVELA, Riina; VESALAINEN, Anniina; HEIKKINEN, Terhi; WO2015/169999; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

142808-15-9, Name is 4-Bromo-2-fluorobenzotrifluoride, 142808-15-9, 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.

a) 6-[3-Fluoro-4-(trifluoromethyl)phenyl]-8-nitro-3,4-dihydro-2(1 H)-quinolinoneTo a stirred solution of 4-bromo-2-fluoro-1-(trifluoromethyl)benzene (1.0 g, 4.1 mmol), bis(pinacolato)diboron (1.1 g, 4.3 mmol) and potassium acetate (1.2 g, 122 mmol) in dimethylformamide (50 mL) was added [1 ,1′- bis(diphenylphosphino)ferrocene]dichloropalladium (II) dichloromethane adduct (81 mg, 0.11 mmol). After purging with nitrogen, the reaction was heated to 80 0C and EPO stirred for 2 h. 6-bromo-8-nitro-3,4-dihydro-2(1 H)-quinolinone (example 77a, 1.0 g, 3.7 mmol), cesium fluoride (1.3 g, 8.4 mmol), and tetrakis(triphenylphosphine)palladium (0) (130 mg, 0.11 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 1 M aq hydrochloric acid, brine, dried (MgSO4), filtered and concentrated under vacuum. Purification by flash chromatography on silica gel (3% ethyl acetate/dichloromethane) gave the title compound (0.77 g, 59%) as a yellow solid. MS (ES) m/e 355.0 (M + H)+.; +/- 6-f3-Fluoro-4-(trifluoromethvnphenyl1-3-hyclroxy-3.4-dihvdro-2(1 H)-quinolinone 4-Bromo-2-fluoro-1-(trifluoromethyl)benzene (0.091 mL, 0.375 mmol), bis(pinacolato)diboror) (0.10 g, 0.394 mmol), potassium acetate (0.11 g, 1.12 mmol), dichloro[1 ,1 ‘-bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (0.020 g, 0.027 mmol) in DMF (2.0 mL) were heated to 800C under nitrogen for 2.5 hours. After the reaction was cooled, dichloro[1 ,1’- bis(diphenylphosphino)ferrocene]palladium (II) dichloromethane adduct (0.020 g, 0.027 mmol) was added followed by addition of + 6-bromo-3-hydroxy-3,4-dihydro- 2(1 H)-quinolinone (example 85b, 0.095 g, 0.392 mmol) and 2M Na2CO3 in water (0.98 mL). The reaction was heated to 800C. After 12 hours the reaction mixture was cooled and diluted with ethyl acetate, then washed with water and brine, dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude reaction mixture was purified using reverse-phase preparative HPLC (10% CH3CN/H2O to 100% CH3CN/H2O with 0.1% TFA) to give the title compound as a solid. 1H NMR (400MHz, D6-DMSO) delta 10.34 (bs, 1 H), 7.79 (m, 2H), 7.69 (m, 2H), 7.59 (d, J = 8.6Hz, 1 H), 6.96 (d, J = 8.3 Hz, 1 H), 5.58 (bs, 1 H), 4.18 (m, 1 H), 3.13 (dd, 1 H), 2.93 (dd, 1 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

Some common heterocyclic compound, 615-36-1, name is 2-Bromoaniline, molecular formula is C6H6BrN, 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. 615-36-1

General procedure: Compound 2b-l were synthesized according to the reported method:1A mixture of aniline (10 mmol), iodoalkane (22 mmol) and K2CO3(22mmol) in DMF (80 mL) was refluxed at 75 C. After completion of thereaction monitored by TLC, the mixture was poured into aqueous NaHCO3solution and extracted with ethyl acetate. The organic layer was washed with brine,dried over sodium sulfate and concentrated in vacuo. Purification by columnchromatography on silica gel produced N,N-dimethylanilines 2b-l.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 615-36-1, its application will become more common.

Reference:
Article; Shen, Hang; Zhang, Xiaohui; Liu, Qing; Pan, Jing; Hu, Wen; Xiong, Yan; Zhu, Xiangming; Tetrahedron Letters; vol. 56; 41; (2015); p. 5628 – 5631;,
Bromide – Wikipedia,
bromide – Wiktionary

586-61-8, 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 586-61-8 as follows.

5-cyano-2-fluorobenzeneboronic acid pinacol ester (1.98 g, 8.0 mmol) and 4-bromoisopropylbenzene (2.39 g, 12 mmol) were dissolved in 20 ml of dioxane, and Pd(PPh3)4 was added. (924 mg, 0.8 mmol) and CsCO3 (5.2 g, 16.0 mmol) were reacted at 90 C overnight under nitrogen. The reaction liquid was filtered through diatomaceous earth.The filtrate was spin-dried and then subjected to petroleum ether column chromatography to yield 1.35 g of colorless oily liquid, yield: 70.6%.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 586-61-8, and friends who are interested can also refer to it.

Reference:
Patent; China Pharmaceutical University; You Qidong; Xu Xiaoli; Jiang Fen; Guo Anping; Xu Jiachen; (26 pag.)CN108147978; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary