Category: bromides-buliding-blocks

These common heterocyclic compound, 2924-09-6, name is 5-Bromo-2-fluoroaniline, 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. Application In Synthesis of 5-Bromo-2-fluoroaniline

Stir the mixture of 5-bromo-2-fluoroaniline (800 mg, 4.26 mmol), cyclopropylboronic acid (434 mg, 5.05 mmol), tetrakis(triphenylphosphine)palladium(0) (242 mg, 0.21 mmol), cesium carbonate (2.7 g, 8.28 mmol) in dioxane (5 mL) and water (0.3 mL) under N2 atmosphere at 100C for 17 hrs. TLC (EtOAc:PE=l :3) shows the reaction is complete. Filter off the solid, concentrate the filtrate. Purify by flash chromatography (silica gel, EtOAc_PE=3:7) to afford the title compound (350 mg, 55%). MS: (M+l): 152.1.

The synthetic route of 5-Bromo-2-fluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CROWN BIOSCIENCE INC. (TAICANG); ZHANG, Deyi; ZHANG, Ruihao; ZHONG, Boyu; SHIH, Chuan; WO2014/418; (2014); A1;,
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. 58534-95-5, name is 3-Bromo-2-fluoroaniline, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 3-Bromo-2-fluoroaniline

The product from step 1 (200 mg, 0.7268 mmol), 3-bromo-2-fluoro-phenylamine (165 mg, 0.7268 mmol, 1 eq.), Na2CO3 (616 mg, 5.814 mmol. 8 eq.) and Pd(PPh3)4 (84 mg, 0.1 eq.) are partially dissolved in a mixture of DMF (10 mL) and H2O (2 mL). N2 gas is bubbled through this reaction mixture for 5 minutes. The resulting mixture is heated to 150 C. in a sealed tube under microwave irradiation for 10 min. The reaction is diluted with EtOAc and sequentially washed with H2O, 1 N NaOH (aq), and saturated aqueous NaCl. The organic solution is dried over Na2SO4 and concentrated. The resulting residue is purified on silica gel (2:1 hexanes/EtOAc) to afford the aniline product as a yellow oil. ESMS m/z 259.1 (M+H+).

According to the analysis of related databases, 58534-95-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Irm LLC; US2009/75996; (2009); 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. 38573-88-5, name is 1-Bromo-2,3-difluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. SDS of cas: 38573-88-5

A solution of nBuLi (2.5 M in hexanes, 95.64 mL, 239.10 mmol) was added dropwiseto a solution containing bromo-2,3-difluorobenzene (46.15 g, 239.11 mmol) in dryTHF(300 ml) under a N2 atmosphere at -78 °C. The reaction mixture was stirred for 30 mmat -78°C. A solution of 1-95 (19 g, 119.55 mmol) in dry THF (50.0 mL) was addeddropwise, and after stirring at -78 °C for 1 h, aqueous NH4C1 (150 ml) was added, followed by warming to RT. H20 (lOOml) and EtOAc (lOOml) were added, the organic layer was seperated and the water layer was extracted 3 times with EtOAc (300m1). The combined organic portions were dried (MgSO4), evaporated, and the residue waspurified by column chromatography (silica gel; petroleum ether ethyl acetate=20: 1 to petroleum ether ethyl acetate =3:1) to obtain 1-96 (11 g, 60percent purity).

The synthetic route of 38573-88-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; VAN BRANDT, Sven, Franciscus, Anna; GIJSEN, Henricus, Jacobus, Maria; ROMBOUTS, Frederik, Jan, Rita; (134 pag.)WO2018/83247; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

50548-45-3, name is 1-Bromodibenzo[b,d]furan, 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. Recommanded Product: 1-Bromodibenzo[b,d]furan

(4) In a 1L reaction flask, add intermediate c (51.65 g, 100 mmol), 9-phenyl-9H-carbazole-2-amine (25.83 g, 100 mmol), and tris (dibenzylideneacetone) diamine. Palladium (2.75g, 3mmol), tri-tert-butylphosphine (1.21g, 6mmol), sodium tert-butoxide (19.22g, 200mmol), 500ml of toluene, heated to 110 C for 12h under a nitrogen atmosphere, and monitored by liquid phase After the reaction is completed, the temperature is lowered, 1-bromodibenzofuran (24.71 g, 100 mmol) is added, the temperature is raised to 110 C and the reaction is continued for 8 hours. The reaction is monitored by liquid phase, cooled to room temperature, washed with water, filtered, ethyl acetate, dried, 54.18 g of intermediate e can be obtained with a yield of 63%.

The synthetic route of 50548-45-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Wuhan Shang Sai Optoelectric Technology Co., Ltd.; Mu Guangyuan; Zhuang Shaoqing; Ren Chunting; (31 pag.)CN110372570; (2019); A;,
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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,4-difluorobenzene

Example 67; 6-fluoro-9-furan-3-yl-2,3,4,5-tetrahydro-1,4-benzoxazepine hydrochloride; (1) 3-bromo-2,6-difluorobenzoic acid; To a mixed solution of 1.6N solution of n-butyllithium in hexane (9.4 ml, 15.0 mmol) and tetrahydrofuran (20 ml) were successively added 2,2,6,6-tetramethylpiperidine (2.50 ml, 15.0 mmol) and 1-bromo-2,4-difluorobenzene (2.90 g, 15.0 mmol) at -78°C, and the mixture was stirred at -78°C for 1 hr. The pulverized dry ice (5 g) was added, and the mixture was stirred at -78°C for 2 hr. Saturated aqueous ammonium chloride solution (5 ml) was added to the reaction mixture, and the mixture was stirred at room temperature for 30 min. Water (10 ml) and 1N hydrochloric acid (30 ml) were added, and the mixture was extracted with ethyl acetate. The extract was washed with water and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure. Hexane was added to the residue, and desired product (2.30 g, 64.6percent) was collected by filtration as a solid. 1H-NMR (CDCl3) delta; 6.91-6.97 (1H, m), 7.66-7.73 (1H, m).

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; Takeda Pharmaceutical Company Limited; EP2123644; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 89359-54-6, name is 9-Bromo-1-nonene, 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 89359-54-6, Recommanded Product: 9-Bromo-1-nonene

General procedure: 4.3.1. ((oct-7-en-1-yloxy)methyl)cyclohexane (H1)To a stirred solution of cyclohexylmethanol (6) (492 muL, 4.0 mmol,2 eq) in DMF (7 mL) under argon was added NaH (60% suspension inmineral oil; 160 mg, 4.0 mmol, 2 eq) at 0 C. The suspension was stirredat 0 C for 30 min, then 8-bromodec-1-octene (7) (336 muL, 2.0 mmol,1 eq) was added dropwise to the mixture. The mixture was allowed towarm to room temperature and stirred for 1 h. After the reaction wasquenched with saturated NH4Cl, the whole was extracted with Et2O.The extract was washed with H2O and brine, then dried over MgSO4.The filtrate was concentrated under reduced pressure to give an oilyresidue, which was purified using silica gel chromatography (petroleum ether_EtOAc=40:1) to afford H1 (341 mg, 76% yield) as a colorless 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:
Article; Yang, Haoran; Li, Ying; Chai, Huining; Yakura, Takayuki; Liu, Bo; Yao, Qingqiang; Bioorganic Chemistry; vol. 98; (2020);,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 149910-98-5,Some common heterocyclic compound, 149910-98-5, name is 7-Bromoisochroman, molecular formula is C9H9BrO, 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: 4.1. General procedure for the CDC reaction of benzylic ethers with carbonyl compounds To a solution of 1 or 4 (0.25mmol, 1equiv), 2 (1.25 mmol, 5 equiv) and CuBr2 (0.05 mmol, 0.2 equiv) was added Na2S2O8 (0.75 mmol, 3 equiv). Then the mixture was stirred at 80C until the starting material disappeared monitored by TLC. After that, the above mixture was directly purified by flash chromatography (ethyl acetate/petroleum ether as eluent) to give the desired product 3 or 5.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 7-Bromoisochroman, its application will become more common.

Reference:
Article; Pan, Xinhui; Hu, Qingwen; Chen, Wenfang; Liu, Xigong; Sun, Bin; Huang, Zhouli; Zeng, Ziyu; Wang, Liguo; Zhao, Dan; Ji, Mei; Liu, Lei; Lou, Hongxiang; Tetrahedron; vol. 70; 21; (2014); p. 3447 – 3451;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 3638-73-1, 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 3638-73-1 as follows.

Sodium nitrite (65.2 mmol) was added in several portions to a solution of 2,5-dibromobenzenamine (55.8 mmol) in trifluoroacetic acid (80 mL) at 0 C. The resulting solution was added to a boiling solution of sodium sulfate (10 g) in 50% sulfuric acid (120 mL) and the reaction mixture was maintained at reflux for 1 h. Then the product was steam-distilled and the distillate was extracted with dichloromethane (2*200 mL). The combined organic layers were dried (sodium sulfate) and concentrated to provide 2,5-dibromophenol in 41% yield as a yellow solid.

According to the analysis of related databases, 3638-73-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Memory Pharmaceuticals Corporation; US2010/22581; (2010); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 69321-60-4, 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. 69321-60-4, name is 2,6-Dibromotoluene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

6-Dimethylamino-2H-isoquinolin-l-one (50mg, 0.27mmol), cuprous iodide (lOmg, 0.053mmol), and potassium carbonate (37mg, 0.27mmol) were deposited in sealed vessel. 3mL DMSO and 2,6-dibromotoluene (133mg, 0.532mmol) were added. Argon was bubbled through the mixture for 2 minutes and the lid was tightly closed. This was heated at 1500C for 5 hours. The resulting mixture was partitioned between ethyl acetate and water. The organic layer was washed with brine, dried over anhydrous magnesium sulfate, concentrated in vacuo, and purified by flash chromatography (30% ethyl acetate/hexanes) to yield 2-(3-Bromo-2-methyl-phenyl)-6-dimethyl- amino-2H-isoquinolin-l-one (43mg, 0.12mmol). MS (ESI) 357 (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, 2,6-Dibromotoluene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; WO2009/98144; (2009); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 21524-34-5, name is 2-Bromo-1,3,5-triisopropylbenzene, 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 21524-34-5, Application In Synthesis of 2-Bromo-1,3,5-triisopropylbenzene

Raw materials la (56 mg, 0 · 2 mmol) and 2 j (204 mg, 0 · 72 mmol) were sequentially added to the reaction flask, and cesium carbonate was added.(130 mg, 2.0 eq), double dilute ligand L2_l (2.6 mg, 5 mol%), tricyclohexylphosphine tetrafluoroborate (1.8 mg, 2.5 mol 1%), [Rh (cod) Cl] 2 (2.5 Mg, 2 · 5 mol %), di-tert-butylphosphonium chloride (18 mg, 0 · lmmol) and toluene 2 mL), stirred at 120 C for 24 hours under nitrogen atmosphere, cooled to room temperature, ethyl acetate (5 mL) Dilute, dilute 1M dilute hydrochloric acid (2 mL), and wash with saturated brine (5 mL). The organic phase is dried over anhydrous magnesium sulfate. /15), the product was 3h as a white solid 25mg, yield 18%

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 2-Bromo-1,3,5-triisopropylbenzene, and friends who are interested can also refer to it.

Reference:
Patent; UNIV NANKAI; Nankai University; YE MENGCHUN; Ye Mengchun; YANG JINFEI; Yang Jinfei; (18 pag.)CN107840784; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary