Author: Jessica.F

Electric Literature of 58971-11-2, 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.

Add 200 mL of dichloromethane to the three-neck bottle.32.0 g of 3-bromophenethylamine and 17.0 g of triethylamine at 10 C,16.0 g of methyl chloroformate was added dropwise, and after completion of the dropwise addition, the reaction was continued for 2 hours.Add 300 mL of hot water, separate the organic phase, and wash with ammonium chloride solution.Wash with saturated brine and dry over anhydrous sodium sulfate.Concentration gave 38.4 g (96.7%) of methyl 3-bromophenethylcarbamate.

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

Reference:
Patent; Nantong University; Zhu Jinli; Ding Jinjin; Wang Miao; Zhu Xiting; Tian Dan; Sun Tongming; Tian Liang; Zhu Liangliang; Hong Chuanxia; (5 pag.)CN103880745; (2018); B;,
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. 176317-02-5, name is 1-Bromo-2,3,4-trifluorobenzene, A new synthetic method of this compound is introduced below., name: 1-Bromo-2,3,4-trifluorobenzene

To a solution of isopropylmagnesium chloride lithium chloride complex in tetrahydrofuran (1.3 M, 5.68 ml, 7.4 mmol) was added i-bromo-2,3,4-trifluorobenzene (1.5 g, 7.04 mmol) dissolved in dry tetrahydrofuran (3 ml) and the mixture was stirred under nitrogen at ambient temperature for2.5 hours. The reaction mixture was cooled to -10 00 and tert-butyl 3-formylazetidine-i- carboxylate (1 .41 g, 7.4 mmol) dissolved in dry tetrahydrofuran (3 ml) was added in one portion and the temperature was raised to 0 00 and stirred for 20 mm and then brought to ambient temperature and stirred for additional 30 mm. The reaction mixture was quenched with saturated ammonium chloride solution and extracted with ethyl acetate. The pooled organicphase was washed with brine, dried (Na2504, filtered and evaporated to dryness. The crudeproduct was further purified by flash column chromatography on silica gel (iso-octane: ethylacetate, 100:0 to 70:30) to give the title compound (2.0 g, 6.3 mmol). MS mlz (rel. intensity, 70eV) 317 (M+, 2), 262 (29), 243 (18), 171 (81), 57 (bp)

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; INTEGRATIVE RESEARCH LABORATORIES SWEDEN AB; PETTERSSON, Fredrik; SONESSON, Clas; (79 pag.)WO2016/185032; (2016); 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. 51554-93-9, name is 1-Bromo-4-octylbenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-4-octylbenzene

General procedure: A 3-neck round-bottomed flask equipped with a thermometer and a condenser was flame-dried and flushed with Ar. The flask was then charged with Mg0 (1.1 eq.), a single I2 crystal and another vacuum/Ar cycle was performed. Et2O (C=0.65M) was added resulting in a bright orange suspension of Mg0 pellets. Phenyl octyl bromide (1.0 eq.) was then added in one portion and the suspension was heated via a heatgun until the internal temperature reached 32C and stabilized for 5-10s, indicating that the Grignard formation had started. The reaction was stirred at rt until disappearance of the starting material by 1H NMR analysis (e.g.?1h). (0031) The Grignard solution (3.0 eq., C=0.65M) was then syringed to another flask containing substrate (1.0. eq.) in dry Et2O (C=0.05M). The solution was stirred at rt until disappearance of the starting material by TLC analysis. Saturated aqueous NH4Cl solution was added and the aqueous layer was extracted x2 with EtOAc. The organic layers were collected, washed x1 brine, dried over Na2SO4, filtered, concentrated in vacuo.

According to the analysis of related databases, 51554-93-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Garsi, Jean-Baptiste; Sernissi, Lorenzo; Vece, Vito; Hanessian, Stephen; McCracken, Alison N.; Simitian, Grigor; Edinger, Aimee L.; European Journal of Medicinal Chemistry; vol. 159; (2018); p. 217 – 242;,
Bromide – Wikipedia,
bromide – Wiktionary

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 937046-98-5 as follows. name: 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

Step 5: 7-Vinylpyrrolo[2,1-f][1,2,4]triazin-4-amine In a sealed flask a mixture of 4,4,5,5-tetramethyl-2-vinyl-1,3,2-dioxaborolane (from Aldrich, 1.52 g, 9.86 mmol), 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (from J & W Pharm Lab, 1.50 g, 7.04 mmol) and N,N-diisopropylethylamine (3.7 mL, 21 mmol) in 1,4-dioxane (20 mL) and water (0.97 mL) was stirred and flushed with N2 for 5 min before bis(tri-t-butylphosphine)palladium (540 mg, 1.0 mmol) was added. The reaction mixture was sealed and heated at 110 C. in an oil bath for 60 min, filtered through a pad of celite and concentrated. The crude was purified by Biotage silica gel column chromatography (40 g column, 0 to 100% EtOAc in hexanes) to give the desired product as white powders (541 mg, 48%). LCMS calcd for C8H9N4 (M+H)+: m/z=161.1. Found: 161.1.

According to the analysis of related databases, 937046-98-5, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Wang, Xiaozhao; Barbosa, Joseph; Burns, David M.; Feng, Hao; Glenn, Joseph; He, Chunhong; Huang, Taisheng; Mei, Song; Zhuo, Jincong; (169 pag.)US2017/275290; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1003-99-2,Some common heterocyclic compound, 1003-99-2, name is 2-Bromo-5-fluoroaniline, molecular formula is C6H5BrFN, 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 la. 3-Fluorophenanthridin-6-ol1 aA mixture of 2-(ethoxycarbonyl)phenylboronic acid (7.0 g, 39 mmol), 2-bromo-5- fluoroaniline (7.4 g, 39 mmol), dicyclohexyl(2′,6′-dimethoxybiphenyl-2-yl)phosphine (S- Phos, 0.32 g, 0.78 mmol), sodium acetate (4.1 g, 39 mmol), and palladium acetate (0.087 g, 0.39 mmol) in 18 ml. of ethanol was heated with stirring at 80° C for 18 h. Additional 2- (ethoxycarbonyl)phenylboronic acid (2.0 g), S-Phos (0.095 g), palladium acetate (0.020 g), and sodium carbonate (1.2 g) was added and the mixture was stirred for 18 h. The solvent was removed by evaporation under reduced pressure, and the resulting solid was isolated by vacuum filtration, washing the remaining solid with water and then hexane. The remaining solid and dried in vacuo @ 50° C to provide the title compound (4.39 g, 53percent yield) which was used without further purification.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 2-Bromo-5-fluoroaniline, its application will become more common.

Reference:
Patent; ENANTA PHARMACEUTICALS, INC.; ABBOTT LABORATORIES; MCDANIEL, Keith, F.; CHEN, Hui-ju; SHANLEY, Jason, P.; GRAMPOVNIK, David, J.; GREEN, Brian; MIDDLETON, Timothy; HOPKINS, Todd; OR, Yat, Sun; WO2012/92411; (2012); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1435-52-5, These common heterocyclic compound, 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene, 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.

50 ml three-necked flask, adding 0.01 mol of 2,5-dibromofluorobenzene, 0.012 mol of M3,0.02 mol of sodium carbonate and 10 ml of ethylene glycol dimethyl ether were purged with nitrogen, heated to 190 ° C, and stirred for 48 hours.It was then cooled to room temperature, poured into a beaker, and stirred for 50 minutes by adding 50 ml of toluene and 50 ml of water.Filtration, the filtrate was rotary evaporated, and passed through a silica gel column to afford white intermediate 5a, purity 98.10percent, yield 70.5percent.

Statistics shows that 1,4-Dibromo-2-fluorobenzene is playing an increasingly important role. we look forward to future research findings about 1435-52-5.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Ye Zhonghua; Li Chong; Zhang Zhaochao; Zhang Xiaoqing; (74 pag.)CN109575056; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 6698-13-1, name is 4-Bromo-1,3-benzodioxole, 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 6698-13-1, SDS of cas: 6698-13-1

Step A: Tert-butyl 4-(benzo[d][1,3]dioxol-4-yl)piperazine-1-carboxylate[0230]Tert-butyl piperazine-1-carboxylate (1.11 g, 5.97 mmol) was added to a solution of 4-bromobenzo[d][1,3]dioxole (1 g, 4.97 mmol) in Toluene (15.0 ml). The resulting suspension was degassed using a stream of argon. Cesium carbonate (2.27 g, 558 mul, 6.96 mmol), racemic-2,2?-bis(diphenylphosphino)-1,1?-binaphtyl (232 mg, 373 mumol, Eq: 0.075) and Palladium (II) Acetate (55.8 mg, 249 mumol) were added to this mixture. The reaction was then heated at 100 C. over night. The reaction was cooled to rt, 40 ml of water was added and the mixture was extracted with Ethyl Acetate (2×80 ml). The organic layers were dried over MgSO4 and concentrated under vacuum. The crude material was purified by flash chromatography (silica gel, 50 g, 0% to 50% EtOAc in heptane). to yield tert-butyl 4-(benzo[d][1,3]dioxol-4-yl)piperazine-1-carboxylate as a white solid (1.15 g, 75%). MS (ISP) m/z=307.4 [(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, 4-Bromo-1,3-benzodioxole, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Rodriguez Sarmiento, Rosa Maria; Wichmann, Juergen; US2013/40948; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 58534-95-5,Some common heterocyclic compound, 58534-95-5, name is 3-Bromo-2-fluoroaniline, molecular formula is C6H5BrFN, 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.

Step 4ATo a solution of 3-bromo-2-fluoroaniline 4a (228 mg) in DCM (5 ml) were added 2,6-difluorobenzene-1-sulfonyl chloride (280 mg), pyridine (120 mg) and DMAP (3 mg). The reaction mixture was stirred overnight at room temperature. iN HC1 was added toquench the reaction, and then the organic phase was washed with brine, dried over Na2504, filtered and concentrated. The residue was purified by chromatography to give desired product 4b (200 mg 47% yield).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 3-Bromo-2-fluoroaniline, its application will become more common.

Reference:
Patent; ETERNITY BIOSCIENCE INC.; LIU, Dong; ZHANG, Minsheng; WO2014/182873; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 454-65-9, 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 454-65-9 as follows.

General procedure: A round bottom flask was charged with 4-bromobenzenesulfonyl fluoride 1a (1 equiv), B2(pin)2 (1.1 equiv), Pd(dppf)Cl2CH2Cl2 (3 mol %) and KOAc (3 equiv), evacuated and back-filled with N2 three times. Degassed anhydrous 1,4-dioxane (0.33 M) was added and the reaction was stirred at 80 C for 16 h, then cooled to ambient temperature and concentrated in vacuo. The mixture was diluted with EtOAc, washed sequentially with water and brine, dried with anhydrous MgSO4, filtered and concentrated in vacuo. The crude product was purified by flash column chromatography rapidly to afford the corresponding benzenesulfonyl fluoride boronic acid pinacol ester.

According to the analysis of related databases, 454-65-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Lou, Terry Shing-Bong; Willis, Michael C.; Tetrahedron; vol. 76; 1; (2020);,
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. 40161-54-4, name is 1-Bromo-2-fluoro-4-(trifluoromethyl)benzene, A new synthetic method of this compound is introduced below., Computed Properties of C7H3BrF4

Example 41 : N-(5-Fluorothiazol-2-yl)-5-(2-(4-methylpiperazin-l-yl)-4- (trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(lH)-sulfonamide Step 1 : tert-Butyl 5-(2-(4-methylpiperazin-l-yl)-4-(trifluoromethyl)phenyl)-3,4- dihydroisoquinoline-2(lH)-carboxylate A microwave vial charged with 1 -methylpiperazine (2.74 ml, 24.69 mmol) and 1- bromo-2-fluoro-4-(trifluoromethyl)benzene (2.000 g, 8.23 mmol) was heated to 180 C in a microwave reactor for 90 minutes. The reaction mixture was concentrated then transferred to a vial charged with Cl2Pd(AmPhos) (Sigma- Aldrich, St. Louis, MO, 0.291 g, 0.412 mmol), tert-butyl 5-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-3,4-dihydroisoquinoline-2(lH)- carboxylate (ASW Medchem, Brunswick, NJ, 2.96 g, 8.23 mmol), and potassium phosphate (8.74 g, 41.2 mmol). 8 mL dioxane and 4 mL water were added, and the reaction mixture was heated to 120 C for 2 hours. After cooling to rt, the reaction mixture was poured into water and extracted with DCM. The organics were concentrated then purified by reverse phase column chromatography [RediSep Gold CI 8 150g, 15 to 100% (0.1% NH4OH in MeOH)/(0.1% NH4OH in water)] yielding tert-butyl 5-(2-(4-methylpiperazin-l-yl)-4- (trifluoromethyl)phenyl)-3,4-dihydroisoquinoline-2(lH)-carboxylate (1.68g, 3.53 mmol).

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; AMGEN INC.; DINEEN, Thomas; KREIMAN, Charles; WEISS, Matthew; GEUNS-MEYER, Stephanie; WO2013/134518; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary