Bromides-buliding-blocks

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. 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 1435-51-4

Preparation 2 1 3-Dibromo-5-methoxybenzene Sodium methoxide (4.5M solution in methanol, 8.80 [ML,] 41.0 [MMOL)] was added dropwise to a stirred solution of 3, 5-dibromofluorobenzene (5.00 g, 19.0 [MMOL)] in N, N-dimethylformamide (95 ml) at [0C] under a nitrogen atmosphere. The reaction was warmed to room temperature, stirred for 1 hour and then evaporated under reduced pressure. The residue was dissolved in diethyl ether and was washed with water [(3X300] [ML)] and brine (300 ml), dried over magnesium sulphate, filtered and concentrated under reduced pressure to give the title compound as a white solid (5.13 g).[H-NMR] [(300MHZ,] CDC13) : [8] 3.79 (s, 3H), 7.00 (s, 2H), 7.26 (s, [1 H).] LRMS: m/z TS+ 266 [[M+H] +.]

The synthetic route of 1435-51-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.; WO2004/31178; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

955959-84-9, name is 4-(4-Bromophenyl)dibenzo[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. 955959-84-9

General procedure: 26.8 g (100 mmol) of 8H-quino[4,3,2-kl]acridine [111180-95-5], 35.6 g (100 mmol), 5?-iodo-1,1:3?,1?-terphenyl [87666-86-2], 27.6 mg / g (200 mmol) of potassium carbonate, 28.4 g g (200 mmol) of sodium sulfate, copper powder of 1.3gg (20mmol), Glass Beads (Diameter: 3 mm) And a mixture of 300 ml of nitrobenzene is heated under reflux while stirring well for 16 hours under reflux. After cooling down, Add 1000 ml of methanol, Suction and filter the solid, Wash 3 times with 300 ml of methanol each time. This solid is extracted from 1000 ml of water by stirring with high temperature. After suction filtration, Wash every 2 times with 200 ml of hot water each time. After washing 3 times with 200 ml of methanol each time, Dry under reduced pressure. The resulting crude product is o-xylene (initial dose: 250 ml) 5 times a high temperature extract, Next, 2 times fractional sublimation (p is about 10-5 mbar, T about 310 C). Yield: 28.3 mug g (57 mmol), 57%; Purity: 99.99% by HPLC.

Statistics shows that 955959-84-9 is playing an increasingly important role. we look forward to future research findings about 4-(4-Bromophenyl)dibenzo[b,d]furan.

Reference:
Patent; Merck Patent GMBH; Syu Toe-ssel-pil-rip; Pa Reu-ham-a-mi-reu; Yo Syu-ten-do-mi-ni-keu; Ru De-mang-o-rel-ri; Geu Ro-sseu-man-to-bi-a-seu; Keu Roe-beo-yo-na-seu; (57 pag.)KR2019/86028; (2019); A;,
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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, This compound has unique chemical properties. The synthetic route is as follows., 937046-98-5

Intermediate 7 A 3-(4-Aminopyrrolo [2, 1 -fj [ 1 ,2,4]triazin-7-yl)prop-2-yn- 1 -ol The starting material 7-bromopyrrolo[2, 1 -fj [ 1 ,2,4]triazin-4-amine was synthesized according to the procedure described in WO 2007/056170-A2 (Intermediate B). 7-Bromopyrrolo[2, 1 -fj [ 1 ,2,4]triazin-4-amine (1.0 g, 4.69 mmol), copper(I) iodide (89 mg, 0.47 mmol, 0.1 eq.) and tetrakis(triphenylphosphine)palladium(0) (542 mg, 0.47 mmol, 0.1 eq.) were charged into a microwave reactor vial and evacuated for 1 h. The vessel was then vented with argon, pyrrolidine (15 mL) and 2-propyn-l-ol (2.63 g, 47 mmol, 10 eq.) were added, and the vessel was crimp-capped and heated to 85C for 120 min in a single-mode microwave device. After cooling, the reaction mixture was poured into 120 mL of concentrated aqueous ammonium chloride solution which was extracted twice with ethyl acetate. The combined organic layers were dried over anhydrous sodium sulfate and evaporated, and the residue was purified by flash chromatography (Biotage silica column, ethyl acetate). The resulting product (222 mg) appeared pure by LC-MS (method 6) and was used for further transformations. HPLC (method 2): ? = 2.59 min; LC-MS (method 6): Rt = 0.28 min; MS (ESIpos): m/z (%) = 189.2 (100) [M+Hf.

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Reference:
Patent; BAYER INTELLECTUAL PROPERTY GMBH; Bayer Pharma Aktiengesellschaft; KLAR, Juergen; VOEHRINGER, Verena; TELSER, Joachim; LOBELL, Mario; SUessMEIER, Frank; LI, Volkhart Min-Jian; BOeTTGER, Michael; GOLZ, Stefan; LANG, Dieter; SCHLEMMER, Karl-Heinz; SCHLANGE, Thomas; SCHALL, Andreas; FU, Wenlang; WO2013/4551; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

556-96-7, 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. 556-96-7, name is 1-Bromo-3,5-dimethylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

N-Hexyl-3,5-dimethylaniline (, entry 1) Using the general procedure, 5-bromo-m-xylene (136 muL, 1.0 mmol) was coupled with n-hexylamine (198 muL, 1.5 mmol). Purification of the crude product by column chromatography on silica gel using hexane/ethyl acetate (20:1) as eluent afforded the desired product as a colorless oil (185 mg, 90% yield).

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; Buchwald, Stephen L.; Klapars, Artis; Antilla, Jon C.; Job, Gabriel E.; Wolter, Martina; Kwong, Fuk Y.; Nordmann, Gero; Hennessy, Edward J.; US2003/65187; (2003); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

5433-01-2, 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. 5433-01-2, name is 1-Bromo-3-isopropylbenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of 1 (15mg, 0.079mmol), 2 (30mg, 0.158mmol) and Cs2CO3 (128mg, 0.395mmol) in DMF (lmL) were added 2 mg of Pd(dba)2 and 2 mg of Xantphos. The suspension was degassed under vacuum and purged with N2 several times. The mixture was stirred at 120 C for 6h. LCMS showed the SM was consumed completely. Then the reaction mixture was diluted with EA (10mL) and washed with brine (2mL) twice. The organic solution was dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure and purified by p-TLC to give the desired compound Compound 220 (5mg, yield: 20.8%). LCMS: m/z, 309.1 (M+H)+; 1HNMR:(d-CDCl3 (400MHz): delta 8.54~8.55(m, 1H), 7.61~7.65(m, 1H), 7.44(d, J=7.6, 1H), 7.21~7.24(m, 1H), 7.12(t, J=5.8, 1H), 6.56(d, J=7.6, 1H), 6.32~6.36(m, 2H), 3.84(s, 1H), 3.77(s, 1H), 3.45~3.53(m, 2H), 2.75~2.82(m, 1H), 2.56~2.66(m, 1H), 2.37~2.53(m, 1H), 1.19(d, J=4.8,6H).

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Reference:
Patent; HUA MEDICINE (SHANGHAI) LTD.; CHEN, Li; BALDWIN, John J.; WU, Chengde; SHEN, Chunli; WO2014/124560; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

16518-62-0, Adding a certain compound to certain chemical reactions, such as: 16518-62-0, name is 3-Bromo-N,N-dimethylaniline, 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 16518-62-0.

In a two-necked 200 mL round-bottom flask, Mg turnings (5.30 g, 216 mmol, 10.0 equiv) were flame-dried under vacuum. Upon cooling to room temperature, THF (55 mL), 3-bromo-N,N-dimethylaniline (6.50 g, 32.4 mmol, 1.50 equiv) as a solution in THF (55 mL) and a crystal of I2were added. The flask was fitted with a reflux condenser and the solution vigorously stirred. Once the resulting exotherm had subsided, the reaction mixture was heated to reflux (70 ¡ãC) for 1 h. This Grignard reagent was then allowed to cool to room temperature and added to a cooled solution of 2-bromobenzaldehyde (4.00 g, 21.6 mmol, 1.00 equiv) in THF (32 mL) at 0 ¡ãC via cannula over 10 min. The reaction mixture was then allowed to reach room temperature and stirred for 12 h and quenched with sat. aq. NH4Cl (75 mL). The aqueous phase was then extracted with EtOAc (3 x 50 mL). The combined organic layers were washed with brine, dried (Na2SO4) and concentrated under reduced pressure. Flash chromatography on silica (1percent to 5percent EtOAc in hexanes) provided the desired (2-bromophenyl)(3- (dimethylamino)phenyl)methanol (S8) (6.36 g, 20.8 mmol, 96percent yield) a yellow viscous oil: Rf0.4 (20percent EtOAc in hexanes);1H NMR (500 MHz, CDCl3) delta 7.59 (dd, J = 7.7, 1.6 Hz, 1 H), 7.53 (dd, J = 7.9, 1.1 Hz, 1 H), 7.33 (td, J = 7.5, 1.0 Hz, 1 H), 7.20 (t, J = 7.9, 1 H), 7.13 (td, J = 7.7, 1.6 Hz, 1 H), 6.84 (bs, 1 H), 6.72 (d, J = 7.5, 1 H), 6.66 (dd, J = 8.2, 2.2 Hz, 1 H), 6.16 (s, 1 H), 2.93 (s, 6 H), 2.38 (bs, 1 H);13C NMR (125 MHz, CDCl3) delta 150.8, 143.3, 142.9, 132.9, 129.3, 129.1, 128.7, 127.8, 123.1, 115.3, 112.2, 111.4, 75.3, 40.8; IR (neat) 3392 (bs), 2917 (s), 2848 (s), 1604 (s), 1498 (s), 1437 (s), 1353 (s), 1018 (m), 996 (s), 744 (s) cm?1; HRMS (ES+) m/z calculated for C15H17NOBr [M+H]+306.0494, found 306.0492.

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-Bromo-N,N-dimethylaniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; THE TRUSTEES OF THE UNIVERSITY OF PENNSYLVANIA; HOYE, Adam, T.; KIM, Won-suk; MARTINEZ-SOLORIO, Dionicio; SMITH, Amos, B. III; TONG, Rongbiao; NGUYEN, Minh, Huu; SANCHEZ, Luis; MELILLO, Bruno; (79 pag.)WO2016/11231; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1435-51-4, name is 1,3-Dibromo-5-fluorobenzene, 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 1435-51-4, 1435-51-4

Sodium methoxide (4.5M solution in methanol, 8.80 [ML,] 41.0 [MMOL)] was added dropwise to a stirred solution of 3, 5-dibromofluorobenzene (5.00 g, 19.0 [MMOL,] Aldrich) in [N, N-DIMETHYLFORMAMIDE] (95 [ML)] at [0C] under a nitrogen atmosphere. The reaction was warmed to room temperature, stirred for 1 hour and then evaporated under reduced pressure. The residue was dissolved in diethyl ether and was washed with water [(3X300] ml) and brine (300 [ML),] dried over magnesium sulphate, filtered and concentrated under reduced pressure to give the title compound as a white solid (5.13 g). [‘H-NMR (300MHZ, CDC13)] : [8] 3.79 (s, 3H), 7.00 (s, 2H), 7.26 (s, [1 H).] LRMS: [M/Z TS+] 266 [[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, 1,3-Dibromo-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; PFIZER LIMITED; PFIZER INC.,; WO2004/29042; (2004); 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. 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan, This compound has unique chemical properties. The synthetic route is as follows., 10016-52-1

30.0 g (92.03 mmol) of 2,8-dibromodibenzo [b, d] furan, 25.1 g (184.06 mmol) of 1- (3-hydroxyphenyl) ethanone in a 500 mL reactor,1.8 g (9.20 mmol) of iodo copper,1,10-phenanthroline 3.3 g (18.41 mmol),Add 38.2 g (276.09 mmol) of anhydrous potassium carbonate, add 400 ml of N, N-dimethylformamide and stir at reflux for 24 hours under a nitrogen atmosphere.After completion of the reaction, extracted with ethyl acetate, distilled water,Filtered by anhydrous magnesium sulfate,Purified by silica gel chromatography, 20.9 g (52% yield) of an intermediate compound [2-1] as an off-white solid were prepared

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Reference:
Patent; Teuri L Co., Ltd.; Kang Ji-seung; Moon Bong-seok; Jin Seong-min; Hong Won-gi; Ha Min-su; Lee Gyu-seong; Jin Sang-jun; Park No-gil; Lee Hyeon-u; Byun U-geun; (50 pag.)KR2019/139404; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 25017-13-4, name is 1-(2-Bromoethyl)-3-fluorobenzene, molecular formula is C8H8BrF, 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. 25017-13-4

Example 37; 2-[2-(3-Fluorophenyl)ethyl]-5-phenyl-4-[(4-phenylbutyl)amino]isothiazol-3(2H)-one 1,1- dioxide 2-?ert-Butyl-5-phenyl-4-[(4-phenylbutyl)amino]isothiazol-3(2H)-one 1,1-dioxide (Example 1) (0.150g, 0.36mmol) was dissolved in TFA (3 ml) and heated in a microwave reactor at 1200C for 20 mins. The solvent was evaporated and the crude product was reevaporated from DCM (2×5 ml). The crude product, potassium carbonate (0.251g, 1.82mmol) and 3- fluorophenethylbromide (0.22 Ig, 1.09mmol) was dissolved in dry MeCN (3 ml) and heated at in a microwave reactor 1400C for 10 mins. The reaction mixture was purified by silica gel column chromatography using a 85: 15 mixture of heptane and EtOAc as eluant, to give the title compound (0.113g, 65%). 1H NMR (500 MHz, CDCl3): delta 7.55-7.41 (m, 5H), 7.34-7.25 (m, 3H), 7.23-7.17 (m, IH), 7.14-7.01 (m, 4H), 7.00-6.93 (m, IH), 5.28-5.19 (m, IH), 3.98- 3.90 (m, 2H), 3.18-3.10 (m, 2H), 2.91-2.83 (m, 2H), 2.50-2.43 (m, 2H), 1.44-1.36 (m, 4H); EPO 13C NMR (125 MHz, CDCl3): delta 164.1, 162.2, 159.1, 141.7, 140.3, 140.2, 135.6, 131.8, 130.4, 130.3, 130.0, 128.9, 128.6, 128.5, 126.2, 125.0, 124.8, 116.2, 116.0, 114.1, 113.9, 107.0, 44.2, 41.1, 35.4, 34.4, 29.2, 28.3; Mass Spectrum: M-H+ 479.

The chemical industry reduces the impact on the environment during synthesis 1-(2-Bromoethyl)-3-fluorobenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; ASTRAZENECA AB; WO2006/73366; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

50548-45-3, A common compound: 50548-45-3, name is 1-Bromodibenzo[b,d]furan, 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.

In a 500-mL round-bottom flask reactor, 1-bromodibenzofuran (20.0 g, 81 mmol), bis(pinacolato)diboron (26.7 g, 105 mmol), [1,1?-bis(diphenylphosphino)ferrocene]dichloropalladium (1.3 g, 0.002 mol), potassium acetate (19.9 g, 202 mmol), and 1,4-dioxane (200 ml) were stirred together for 10 hrs under reflux. Concentration in a vacuum was followed by column chromatographic purification. Recrystallization in dichloromethane and heptane afforded (17.0 g, 70%).

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-Bromodibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SFC CO., LTD.; CHA, Soon-Wook; YOO, Jung-Ho; KIM, Ji-Hwan; PARK, Sang-Woo; SHIN, Yoona; LIM, Jea-Geon; (71 pag.)US2018/319776; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary