Bromides-buliding-blocks

Synthetic Route of 2789-89-1, These common heterocyclic compound, 2789-89-1, name is 1,2-Bis(4-bromophenyl)ethyne, 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 45 Preparation of 3,4-Bis(4-bromophenyl)-1-phenyl-1H-2,1-benzoxaphosphinine 1-oxide 3,4-Bis(4-bromophenyl)-1-phenyl-1H-2,1-benzoxaphosphinine 1-oxide (47.2 mg, 57%) as a target product was obtained under the condition of 90 C. for 30 hours, by the same reaction as the Example 1 above, except for using diphenylphosphinic acid (32.7 mg, 0.15 mmol) instead of using phenylphosphonic monoethyl ester of the Example 1 above, and using 1,2-bis(4-bromophenyl)ethyne (75.6 mg, 0.23 mmol) instead of using diphenylacetylene of the Example 1 above. 1H NMR (400 MHz, CDCl3) delta 7.94-7.89 (m, 2H), 7.66-7.51 (m, 6H), 7.47 (tt, J=7.7, 1.2 Hz, 1H), 7.39-7.34 (m, 1H), 7.28 (app d, J=8.7 Hz, 2H), 7.15 (d, J=8.2 Hz, 2H), 7.09 (app d, J=8.7 Hz, 2H), 7.01 (dd, J=8.0, 4.7 Hz, 1H).

The synthetic route of 2789-89-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; KNU-INDUSTRY COOPERATION FOUNDATION; Lee, Phil Ho; Park, Young Chul; Jeon, In Cheol; Seo, Jung Min; Seo, Bo Ram; US2015/344506; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 61613-22-7, A common heterocyclic compound, 61613-22-7, name is 2-Bromo-N-phenylaniline, molecular formula is C12H10BrN, 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.

Under an Ar atmosphere, to a 500 ml, three-neck flask, Compound C (5.00 g) was put and dissolved in dehydrated THF (100 ml), and nBuLi (1.6 M in hexane, 12.6 ml) was added dropwise thereto at about -78 C. After stirring at about -78 C. for about 1 hour, a THF solution (100 ml) of B (7.01 g) was added dropwise thereto, followed by stirring for about 16 hours while gradually increasing the temperature to ambient temperature. Water was added to the resultant product, and an organic layer was extracted with CH2Cl2, separated, and dried with MgSO4. Solvents were removed by distillation under a reduced pressure. The crude product thus obtained was dissolved in toluene (100 ml), and pTsOH (11.5 g) was added thereto, followed by heating and stirring at about 80 C. for about 6 hours. After the reaction, a precipitate thus produced was obtained by filtering and separated by recrystallization to obtain 6.24 g (yield 62%) of Intermediate D. The molecular weight of Intermediate D measured by FAB-MS was 499.

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; SAMSUNG DISPLAY CO., LTD.; SAKAMOTO, Naoya; AKASHI, Nobutaka; (46 pag.)US2020/20866; (2020); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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. Quality Control of 1-Bromo-2,4,5-trifluorobenzene

In an oven-dried flask, dried halogen-group-containing compounds (2.3 equiv) were added to dry THF containing magnesium metal (Mg) (2.3 equiv, with glass pieces to activate the magnesium metal) at room temperature under nitrogen. The reaction mixture was stirred vigorously until Grignard generation occurred. The lactone (1 equiv dissolved in 40 mL of THF) was added dropwise to the Grignard reagent solution, and the mixture was stirred at room temperature for 16 h and monitored by TLC. The mixture was treated with saturated aqueous NH4Cl (20 mL) and then extracted with AcOEt (3¡Á10mL). The combined organic phases were dried over Na2SO4 and the solvent was removed by an evaporator. The residue was purified by silica-gel column chromatography (AcOEt/hexane). In another experiment, the ring-opening reactions of homoserine lactone with select Grignard reagents were carried out using 2.7 equiv ArMgBr at r.t. and 50C for 2 h.

The synthetic route of 327-52-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Guendo?du, Oezlem; Turhan, P?nar; Koese, Aytekin; Altunda?, Ramazan; Kara, Yunus; Tetrahedron Asymmetry; vol. 28; 9; (2017); p. 1163 – 1168;,
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. 112734-22-2, name is (4-Bromo-2-fluorophenyl)methanamine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of 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 1 N HCI 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)ethane- sulfonamide in pure form (1 .06 g, 79 %).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 112734-22-2.

Reference:
Patent; GRUeNENTHAL GMBH; FRANK, Robert; BAHRENBERG, Gregor; CHRISTOPH, Thomas; LESCH, Bernhard; LEE, Jeewoo; WO2013/45452; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 21120-91-2, 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. 21120-91-2, name is 7-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Magnesium turnings (210 mg), sodium hydride (29 mg, 60% oil dispersion) and a magnetic stir bar were added to a 100 ml rbf, capped with a rubber septum and placed under vacuum and allowed to stir for 4 hours. A solution of BrBCB (750 mg) in THF (20 ml) was added via syringe slowly. The solution turned bright yellow and was placed under a nitrogen atmosphere. The solution was left to stir for 30 minutes then added via syringe to a 100 ml rbf containing a stir bar, bromostyrene (1 g), Pd PEPPSI-iPr (1,3-Bis(2,6-Diisopropylphenyl)imidazol-2-ylidene)(3-chloropyridyl)palladium(II) dichloride, CAS no: 905459-27-0) catalyst (190 mg, 5 mol %) and THF (15 ml ) under nitrogen and capped with a rubber septum. The mixture turned black after about 30 minutes and was left to stir at room temperature for 12 h. The mixture was added to a separatory funnel containing water (100 ml), and extracted with ethyl acetate (3¡Á100 ml). The combined organics were dried with brine (100 ml) and sodium sulfate, filtered and concentrated in vacuo. The residue was recrystallized in methanol to give the desired product as a colorless solid (203 mg, 18% yield). 1H NMR (500 MHz, Chloroform-d) delta 7.49 (d, J=8.1 Hz, 2H), 7.44-7.26 (m, 6H), 6.84 (dd, J=17.7, 10.8 Hz, 1H), 5.86 (d, J=17.7 Hz, 1H), 5.35 (d, J=10.8 Hz, 1H), 4.86-4.75 (m, 1H), 3.85 (dd, J=13.9, 5.7 Hz, 1H), 3.22 (dd, J=13.9, 2.7 Hz, 1H). A DSC of the resulting monomer showed an exotherm (cure) peak max of 165 C. at a scan rate of 10 C./min. (0070) The yield in the above reaction was very low. Further, no ether linkage resulted from the reaction. However, the cure temperature of the monomer was acceptable.

The synthetic route of 7-Bromobicyclo[4.2.0]octa-1,3,5-triene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Rohm and Haas Electronic Materials LLC; Hayes, Colin; Gallagher, Michael K.; Riener, Michelle; (10 pag.)US2019/169327; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 626-40-4, These common heterocyclic compound, 626-40-4, name is 3,5-Dibromoaniline, 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.

cross-coupling reaction, the 11.87g, 40mmo 1 of 3,5-dibromoaniline, 9mL, 1OOmmo 1 of ethyl acrylate, 10.35g, 75mmol of anhydrous potassium carbonate, 3.22g, lOmmol tetrad Ammonium bromide and 1.122g, 5mmol of palladium acetate (catalyst) according to the set stoichiometric ratio uniformly dissolved in 100mL of DMF, the reaction was stirred at 130 C for 1 ~ 2 days, through a mixture of ethyl acetate and water Times extraction, drying over anhydrous magnesium sulfate, purification by chromatography and subsequent hydrolysis to obtain 5-amino-1,3-benzenediacrylic acid with high chemical purity.

Statistics shows that 3,5-Dibromoaniline is playing an increasingly important role. we look forward to future research findings about 626-40-4.

Reference:
Patent; Zhejiang University; Qian Guodong; Zhang Ling; Jiang Ke; Yang Yu; Cui Yuanjing; (7 pag.)CN106588960; (2017); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 20191-76-8, name is 2,4-Dibromonaphthalen-1-amine, molecular formula is C10H7Br2N, 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. category: bromides-buliding-blocks

52.0 g (172 mmol) of 48-4, 12.1 g (17 mmol) of Pd (dppf) Cl2,63.2 g (518 mmol) of phenylboronic acid, 119.4 g (863 mmol) of K2CO3,The EtOH / H2O mixture was refluxed at 80C for 6 hours. After the temperature was lowered and the mixture was extracted with MC / H2O, the organic layer was dried over MgSO4.After concentration, the product was purified by column chromatography (SiO2, hexane: MC = 1: 2)To thereby obtain objective compound 48-3 (42.0 g, 82%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 20191-76-8, its application will become more common.

Reference:
Patent; HEESUNG MAT LTD; Hui Sanctum Jae Co., Ltd.; JUNG YU JUN; Jeong Yu-jun; DONG GWANG IL; Dong Gwang-il; KIM YONG WOO; Kim Yong-u; CHOI JIN SEOK; Choi Jin-seok; CHOI DAE HYUK; Choi Dae-hyeok; LEE JOO DONG; Lee Ju-dong; (34 pag.)KR2018/72058; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 2862-39-7, 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. 2862-39-7 name is 2-Bromo-N,N-dimethylethanamine hydrobromide, 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.

General procedure: Example 54A 3-Ethyl-5-methyl-1-(2,2,2-trifluoroethyl)thieno[2,3-d]pyrimidine-2,4(1H,3H)-dione 1.0 g (4.76 mmol) of the compound from Ex. 42A and 2.32 g (7.13 mmol) of caesium carbonate were stirred in 12 ml of anhydrous DMF at RT for 10 min, before 700 mul (7.13 mmol) of 1,1,1-trifluoro-2-iodoethane were added. Then the reaction mixture was heated in a microwave oven (Biotage Initiator with dynamic control of irradiation power) to 120 C. for 4 h. After cooling to RT, the mixture was diluted with ethyl acetate and washed successively with water and saturated sodium chloride solution. After drying over anhydrous magnesium sulphate, the mixture was filtered and concentrated to dryness. The residue obtained was purified by MPLC (Biotage cartridge, 100 g of silica gel, cyclohexane/ethyl acetate 3:1). After combination of the product fractions, concentration and drying under high vacuum, 592 mg (42% of theory) of the title compound were obtained. 1H-NMR (400 MHz, DMSO-d6, delta/ppm): 10.09 (s, 1H), 4.00 (t, 2H), 3.91 (q, 2H), 2.79 (s, 3H), 2.58 (t, 2H), 2.20 (s, 6H), 1.13 (t, 3H). LC/MS (Method 1, ESIpos): Rt=0.39 min, m/z=310 [M+H]+.

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

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; HAeRTER, Michael; KOSEMUND, Dirk; DELBECK, Martina; KALTHOF, Bernd; WASNAIRE, Pierre; SUessMEIER, Frank; LUSTIG, Klemens; (369 pag.)US2018/65981; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 58971-11-2, These common heterocyclic compound, 58971-11-2, name is 3-Bromophenethylamine, 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 20A: 2-(trimethylsilyl)ethyl 3 -bromophenethylcarbamate 1003351 2-(3-Bromophenyl)ethanamine (1 g, 5.00 mmol) and 2-(trimethylsilyl)ethylp-nitrophenyl carbonate (1.416 g, 5.00 mmol) were dissolved in MeOH (40.0 mL). DIPEA (1.048 mL, 6.00 mmol) was added, and the reaction was allowed to stir overnight. The reaction was concentrated in vacuo. The crude material was purified by silica gel column chromatography (0 to 100% EtOAc in hexanes) to yield Example 20A (1.61 g, 94%) 1H NMR (400 MHz, CHLOROFORM-cl) oe ppm 7.30 – 7.35 (2 H, m), 7.14 (1 H, t,J=7.53 Hz), 7.06-7.11 (1 H, m), 4.60(1 H, br. s.), 4.07-4.15 (2 H, m), 3.38 (2 H, q, J=6.61 Hz), 2.75 (2 H, t, J=6.78 Hz), 0.89 – 0.99 (2 H, m), 0.00 (9 H, s).

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; RICHTER, Jeremy; BATES, J. Alex; CHENEY, Daniel L.; WO2014/201073; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 327-51-5,Some common heterocyclic compound, 327-51-5, name is 1,4-Dibromo-2,5-difluorobenzene, molecular formula is C6H2Br2F2, 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.

(1019) (1020) intermediate 31-1 (1021) [00354] Into a 100-mL round-bottom flask that purged and maintained under an inert atmosphere of nitrogen was added 4-bromo-2-chloro-l-iodobenzene (1.20 g, 3.78 mmol), benzyl piperazine-l -carboxylate (0.924 g, 4, 19 mmol), NaOtBu (1.10 g, 1 1.4 mmol), XantPhos (0.695 g, 1.20 mmol), Pd2(dba)3 (0.393 g, 0.430 mmol), and toluene (10 mL). The reaction mixture was stirred for 4 h at 60 C and then concentrated in vacuo to provide a crude product that was purified by FCC eluting with ethyl acetate/petroleum ether (1 : 10) to afford benzyl 4-(4-bromo-2- chlorophenyl)piperazine-l -carboxylate as a colorless oil (713 mg, 46%). LCMS (ESI, m/z) 409, 41 1 [ M 1 [ j .

The synthetic route of 327-51-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; FORMA THERAPEUTICS, INC.; GUERIN, David Joseph; BAIR, Kenneth W.; CARAVELLA, Justin A.; IOANNIDIS, Stephanos; LANCIA JR., David R.; LI, Hongbin; MISCHKE, Steven; NG, Pui Yee; RICHARD, David; SCHILLER, Shawn E. R.; SHELEKHIN, Tatiana; WANG, Zhongguo; (365 pag.)WO2017/139778; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary