Category: bromides-buliding-blocks

Reference 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.

Place 4-bromo-2-fluorotrifluorotoluene (29.2 g, 120 mmol, 1 eq.) In a dropping funnel and set aside. Diisopropylamine (14.6g, 144mmol, 1.2eq.) And 220ml of tetrahydrofuran were added to the reaction flask, cooled to -78 C, and n-butyllithium (52.8ml, 132mmol, 1.1eq.) Was added dropwise under the protection of nitrogen. After the dropwise addition, the mixture was stirred at 25 C for 1 hour. Recool to -78 C and add 4-bromo-2-fluorotrifluorotoluene dropwise. After the dropwise addition, the mixture was stirred at -78 C for 2 hours. Iodomethane (18.7g, 132mmol, 1.1eq.) Was added dropwise, and the temperature was gradually raised to 25 C for 16 hours.[0058]After the reaction was completed, it was cooled in an ice water bath, and 150 ml of saturated ammonium chloride solution was added dropwise for quenching. It was extracted with ethyl acetate, and the organic phase was concentrated to obtain 26.8 g of yellow oily 1-bromo-3-fluoro-2-methyl-4- (trifluoromethyl) benzene in 87% yield. Used directly in the next step.

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; Ali Biological New Materials (Changzhou) Co., Ltd.; Shi Jianyun; Xu Yibo; Shi Hongliang; Dai Hongsheng; Zhang Jun; (6 pag.)CN110885290; (2020); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 766-46-1, 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. 766-46-1, name is 2′-Bromophenylacetylene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

under high purity nitrogen atmosphere, into 10ml of Schlek reaction tube was 0.02mmol benzoquinolin triphenylphosphine ring iridium hydrogen adduct material (4), 1mmol2- bromophenyl acetylene, 2mmol benzyl alcohol, and 1.0 mmol of potassium carbonate in 3ml of toluene, the reaction tube was replaced with nitrogen 3 times, then in an oil bath with magnetic stirring and heated to 110 deg.] C, the reaction was refluxed for 20 hours. Oil bath was removed, the water bath to room temperature; 3ml adding water to the reaction liquid, extracted three times with 5ml of dichloromethane, and the combined organic phases were dried over anhydrous MgSO4 for 30 minutes and filtered; the filtrate was concentrated on a rotary evaporator, the remaining oil residue ether as eluent, separated by thin layer chromatography on silica gel to give the pure product 1-phenyl-3 (2-bromophenyl) -1-propanone, yield 88%.

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

Reference:
Patent; Luoyang Normal University; Li, Xiao Dong; Li, gongmei; Xu, Chen; Hao, Xin Qi; Xiao, Zhi Qiang; (10 pag.)CN103242372; (2016); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 58971-11-2, 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.

4i was then obtained by following the general procedure. A solution of compound 3 (140 mg, 0.7 mmol) in n-BuOH (6 mL) was treated with DIEA (98.6 mg, 0.77 mmol) and 3-bromophenethylamine (154 mg, 0.77 mmol). Compound 4i was purified from this crude material by column chromatography (silicagel, n-hexane/EtOAc=3:1) (128.2 mg, 50.7%). 1H-NMR (400 MHz, CDCl3) delta 7.71-762 (m, 2H), 7.49 (d, J=8.4 Hz, 1H), 7.38-7.30 (m, 2H), 7.14-7.08 (m, 1H), 5.99 (s, 1H, -NH), 3.86 (dd, J=12.4, 6.8 Hz, 2H, -CH2-), 2.94 (t, J=7.2 Hz, 2H, -CH2-). 13C-NMR (100 MHz, CDCl3) delta 159.8, 156.7, 149.8, 147.2, 140.9, 139.9, 132.6, 130.9, 129.3, 128.9, 126.5, 125.3, 121.8, 119.6, 112.2, 41.3, 33.7. LC-MS (ESI) m/z: 362.0 ([M+H]+);

The chemical industry reduces the impact on the environment during synthesis 3-Bromophenethylamine. I believe this compound will play a more active role in future production and life.

Reference:
Patent; The Board of Regents of the University of Oklahoma; Wang, Weidong; Lee, Jae Wook; (35 pag.)US2019/47988; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 65896-11-9, name is 2-Bromo-6-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. Application In Synthesis of 2-Bromo-6-fluoroaniline

At 15 deg.C, 2-bromo-6-fluoroaniline (1.00 g, 5.26 mmol) and dimethylphosphine oxide (451.84 mg, 5.79 mmol) in water (20ml) mixture was added potassium carbonate ( 2.91 g, 21.05 mmol) and Pd / C (150 mg). The reaction mixture was stirred at 160 deg.C microwave heating for 3 hours. TLC (petroleum ether: ethyl acetate = 10: 1) showed the reaction was complete. The reaction mixture (20mL × 4) and extracted with dichloromethane. The combined organic layer was filtered, the filtrate was concentrated and purified by column chromatography (dichloromethane: methanol = 1: 0-10: 1) afforded the title compound (100mg, yield 10.16%) as a yellow solid.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 65896-11-9, its application will become more common.

Reference:
Patent; Nanjing Mingde New Drug Research and Development Co. Ltd.; Qilu Pharmaceutical Co., Ltd.; Ding, Zhaozhong; Zhang, Minghui; Chen, Shuhui; Liu, Xile; Zhu, Yidong; Fan, Chuanwen; Zhao, Baoping; Zhang, Long; Chen, Dong; Yang, Yingying; Zheng, Qingmei; Zheng, Shansong; Wan, Haiwen; Hu, Jinqing; (93 pag.)CN105330698; (2016); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 7051-34-5, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 7051-34-5 name is (Bromomethyl)cyclopropane, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

Reference Example 1-19; 2-(cyclopropylmethyO-l,3-dithiane-2-carboxylic acid ethyl esterSodium hydride (1.03 g) was suspended in toluene (40.0 mL), followed by adding a solution of ethyl l,3-dithiane-2-carboxylate (4.13 g) and (bromomethyl)cyclopropane (2.52 mL) in dimethylformamide (10 mL) to the suspension at 00C and stirring the mixture overnight at room temperature. A saturated aqueous ammonium chloride solution was added to the reaction solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with a saturated saline solution and then dried over anhydrous sodium sulfate. Insoluble matters were filtered out, and the filtrate was concentrated under reduced pressure to give the title compound (5.20 g) as a colorless oil. mass:247(M+l)+ .

At the same time, in my other blogs, there are other synthetic methods of this type of compound, (Bromomethyl)cyclopropane, and friends who are interested can also refer to it.

Reference:
Patent; BANYU PHARMACEUTICAL CO.,LTD.; KAMEDA, Minoru; KOBAYASHI, Kensuke; NAKAMA, Chisato; ANDO, Makoto; SATO, Nagaaki; WO2010/126163; (2010); 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. 348-57-2, name is 1-Bromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., name: 1-Bromo-2,4-difluorobenzene

Iron powder (16.49 g, 291 mmol) is added to 1-bromo-2,4-difluorobenzene (110 mL, 968 mmol) in 1,2-dichloroethane (968 mL) in a 3-neck flask at ambient temperature under a stream of nitrogen. A solution of bromine (59.7 mL, 1.16 mol) in 1,2-dichloroethane (968 mL) is added dropwise over 1 hour and the reaction mixture is stirred at ambient temperature for 18 h. The reaction mixture is cooled to 0 C. and a saturated aqueous solution of sodium bisulfate (1.11 L, 533 mmol) is added portionwise and the mixture is separated. The aqueous phase is extracted with dichloromethane. The organic layer is washed with a saturated aqueous solution of sodium bicarbonate, water, and brine. The organic layer is dried over sodium sulfate, and the solvent is removed under reduced pressure to give a residue purified with a pad of silica using diethyl ether to give the title compound (229 g, 76%). 1H NMR (400 MHz, CDCl3) delta 7.70 (dd, J=4.6, 6.8 Hz, 1H), 6.95-6.92 (m, 1H).

According to the analysis of related databases, 348-57-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ELI LILLY AND COMPANY; US2011/9395; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 134168-97-1, These common heterocyclic compound, 134168-97-1, name is 3-Bromo-5-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.

Intermediate S1: N-(3-bromo-5-fluorophenyl)methanesulfonamide A solution of commercially available 3-bromo-5-fluoroaniline (0.500 g, 2.64 mmol) in pyridine (9.4 mL) was cooled to 0 C. and methanesulfonyl chloride (0.265 mL, 3.43 mmol) was added drop-wise; the resulting solution was allowed to warm to room temperature and stirred for 2 h. The solvent was removed under reduced pressure and the crude was partitioned between EtOAc and aqueous 1N HCl. The organic phase was dried over sodium sulfate and the solvent was removed; the crude was purified by flash chromatography on Biotage silica gel SNAP cartridge (cyclohexane to cyclohexane_EtOAc=50:50) to afford title compound as a white solid (0.543 g, 2.03 mmol, 77% yield). MS/ESI+ not detectable [MH]+, Rt=0.91 min (Method A). 1H NMR (400 MHz, DMSO-d6) delta ppm 10.29 (s, 1H), 7.23-7.30 (m, 1H), 7.19 (s, 1H), 6.99-7.06 (m, 1H), 3.12 (s, 3H).

Statistics shows that 3-Bromo-5-fluoroaniline is playing an increasingly important role. we look forward to future research findings about 134168-97-1.

Reference:
Patent; CHIESI FARMACEUTICI S.P.A.; BIAGETTI, Matteo; ACCETTA, Alessandro; CAPELLI, Anna Maria; GUALA, Matilde; RETINI, Michele; US2015/361100; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 67567-26-4, name is 4-Bromo-2,6-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. name: 4-Bromo-2,6-difluoroaniline

Example 16B V,jV-dibenzyl-4-bromo-2,6-difluorobenzenamineA mixture of the product of Example 16A (1.1 g, 5.3 mmol), benzyl bromide (949 mg, 0.66 ml) and potassium bicarbonate (1.46 mg, 10.6 mmol) in NN-dimethylformamide (3 itiL) was stirred at ambient temperature until TLC indicated no starting material remained. Ethyl acetate was added, and the mixture was washed with water and brine and dried over anhydrous sodium sulfate. After filtration and concentration, the residue was purified by flash chromatography on silica gel (200-300 mesh) eluting with 10/1 petroleumether/dichoromethane to give the title compound.

The synthetic route of 4-Bromo-2,6-difluoroaniline has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD.; VASUDEVAN, Anil; PENNING, Thomas Dale; CHEN, Huanming; LIANG, Bo; WANG, Shaohui; WU, Fengchun; SHEN, Yan; LIU, Cuihua; ZOU, Zhenguang; WO2012/97684; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 586-61-8, The chemical industry reduces the impact on the environment during synthesis 586-61-8, name is 1-Bromo-4-isopropylbenzene, I believe this compound will play a more active role in future production and life.

[0001248] A mixture of l-bromo-4-isopropylbenzene (30 mg, 0.15 mmol), Compound 356A (75 mg, 0.15 mmol), [l, -bis(diphenylphosphino)ferrocene]dichloropalladium(II) (7 mg, 8.2 muiotaetaomicron), sodium carbonate (32 mg, 0.30 mmol), water (0.5 mL), and 1,4-dioxane (5 mL) was stirred under nitrogen atmosphere at 80 C for 2 h. After cooling, the reaction mixture was treated with water (5 mL), extracted with ethyl acetate (10 mL x 3), washed with brine (5 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified with prep-HPLC to furnish Compound 357. LC-MS (ESI) m/z: 547 [M+H]+; 1H- NMR ((CD3)2CO, 400 MHz): delta (ppm) 1.64 (m, 6H), 2.08-2.11 (m, 3H), 2.17-2.23 (m, 1H), 2.96-3.043 (m, 4H), 3.17-3.82 (m, 4H), 4.21-4.33 (m, 3H), 4.37 (d, 1H), 4.69-5.75 (m, 2H), 6.85-7.07 (m, 2H), 7.35-7.43 (m, 2H), 7.46-7.79 (m, 3H), 7.81-7.87 (m, 1H), 7.89-7.98 (m, 1H), 8.02-8.14 (m, 1H).

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-4-isopropylbenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); 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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H7BrFN

Step 1: (4-Bromo-2-fluorophenyl)methanamine (924 mg, 4.53 mmol) was dissolved in pyridine and ethane sulfonyl chloride (0.82 mL, 8.60 mmol) was added to the solution at 0 C. The mixture was stirred for 1 h at 0 C. Then, the mixture was quenched with 1N HCl and extracted with ethyl acetate. Drying over magnesium sulfate and evaporation of the ethyl acetate and purified by column chromatography gave N-(4-bromo-2-fluorobenzyl)-ethanesulfonamide in pure form (1.06 g, 79%).

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; Gruenenthal GmbH; FRANK, Robert; Bahrenberg, Gregor; Christoph, Thomas; Lesch, Bernhard; Lee, Jeewoo; US2013/79320; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary