Month: July 2021

Adding a certain compound to certain chemical reactions, such as: 57946-63-1, name is 2-Bromo-4-(trifluoromethyl)aniline, 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 57946-63-1, Recommanded Product: 57946-63-1

A solution of 2-bromo-4-(trifluoromethyl)aniline (5.00 g, 20.8 mmol), tri(o- tolyl)phosphine (1.27 g, 4.18 mmol), palladium (II) acetate (460 mg, 2.78 mmol), methyl prop-2- enoate (9.00 g, 104 mmol), and triethylamine (6.57 mL, 47.1 mmol) in acetonitrile (100 mL) was heated to 90 C overnight. The reaction mixture was filtered, and the filtrate was concentrated under vacuum. The residue was purified via column chromatography on silica gel (eluting with 25% ethyl acetate-petroleum ether) to give (E)-methyl 3-(2-amino-5- (trifluoromethyl)phenyl)acrylate (3.4 g, 67%) as a yellow solid. MS: (ES, m/z ): 246[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-Bromo-4-(trifluoromethyl)aniline, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; FORMA THERAPEUTICS, INC.; ZHENG, Xiaozhang; MARTIN, Matthew W.; NG, Pui Yee; THOMASON, Jennifer R.; HAN, Bingsong; RUDNITSKAYA, Aleksandra; LANCIA, JR., David R.; (180 pag.)WO2019/204550; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 61326-44-1, These common heterocyclic compound, 61326-44-1, name is 1,1,2,2-Tetrakis(4-bromophenyl)ethene, 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.

TPE-4Br (130 mg, 0.2 mmol), Py-4BO (440 mg, 1.0 mmol), Pd(PPh3)4 (0.10 g, 0.08 mmol) andpotassium carbonate (553 mg, 4.0 mmol) in toluene (20 mL) and distilled water (7 mL) wereadded into a 200 mL Schlenk tube. The resultant mixture was refluxed for 3 days under argon,then extracted with dichloromethane. The combined organic extracts were dried overanhydrous Na2SO4 and concentrated by rotary evaporation. The crude product was purified bycolumn chromatography on silica gel using chloroform/petroleum ether (v/v=1/5) as eluent. Alight yellow solid was finally produced in the yield of 30percent (95 mg). 1H NMR (300 MHz, CDCl3,delta): 8.27 (s, 4H), 8.19 (s, 8H), 8.13 (s, 4H), 8.06 (s, 4H), 8.04 (s, 8H), 7.62 (t, 16H), 1.28 (s, 72H). 13CNMR (75Hz, CDCl3, delta): 148.7, 148.2, 143.1, 140.6, 139.5, 139.3, 131.7, 130.9, 130.7, 130.4, 129.9,129.5, 127.7, 127.6, 127.1, 123.1, 122.3, 122.0, 121.8, 121.0, 35.1, 31.9, 31.6, 29.6. MS (MALDI TOF),m/z: 1580.9053 ([M+], calcd for C112H116, 1580.9077). Anal. Calcd for C112H116: C, 92.61; H, 7.39.Found: C, 92.23; H, 7.47.

Statistics shows that 1,1,2,2-Tetrakis(4-bromophenyl)ethene is playing an increasingly important role. we look forward to future research findings about 61326-44-1.

Reference:
Article; Yang, Jie; Qin, Jianwen; Ren, Zichun; Peng, Qian; Xie, Guohua; Li, Zhen; Molecules; vol. 22; 12; (2017);,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 74586-53-1, 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. 74586-53-1 name is 3-Bromo-5-methylaniline, 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.

Dioxane (720 mL) in a 1 L three-necked round bottom flask was degassed for 30 minutes. 3-Bromo-5-methylaniline (60 g, 193 mmol), (bispinacolato)diboron (96 g, 377 mmol), potassium acetate (42.7 g, 435 mmol), X-Phos (8.3 g, 17.41 mmol) and tris(dibenzylideneacetone)dipalladium(0) (3.99 g, 4.35 mmol) were added to the degassed solvent. After stirring for 10 minutes at room temperature, the reaction was heated to an internal temperature of 80 C. After 4 hours, the heating mantle was removed and replaced with an ice water bath. The reaction mixture was cooled to 30 C, and was then filtered through a pad of CELITE (washing with 500 mL of methyl tert-butyl ether). This was transferred to a 4 L seperatory funnel containing 500 mL pH 8 phosphate buffer, 500 mL brine, and an additional 500 mL of methyl tert-butyl ether. The layers were cut and the organic washed with 1 L of a 1 : 1 mixture of brine and water. The aqueous layers combined and were sequentially back extracted with a second 500 mL portion of methyl tert-butyl ether. The combined organics were treated with 100 g of magnesium sulfate and the resulting mixture stirred for 20 minutes. This was then filtered and concentrated under reduced pressure. The resultant residue was purified by flash chromatography (0-25% ethyl acetate in hexanes) to yield 3-methyl-5-(4,4,5,5-tetramethyl-l,3,2- dioxaborolan-2-yl)aniline as a light orange solid. MS ESI calc’d. for C 3H21B O2 [M + H]+ 234, found 234.

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

Reference:
Patent; MERCK SHARP & DOHME CORP.; MERCK CANADA INC.; ANTHONY, Neville, J.; ANDRESEN, Brian, M.; NORTHRUP, Alan, B.; CHILDERS, Kaleen, K.; DONOFRIO, Anthony; MILLER, Thomas, A.; LIU, Yuan; MACHACEK, Michelle, R.; WOO, Hyun Chong; SPENCER, Kerrie, B.; ELLIS, John Michael; ALTMAN, Michael, D.; ROMEO, Eric, T.; GUAY, Daniel; GRIMM, Jonathan; LEBRUN, Marie-Eve; ROBICHAUD, Joel, S.; WANG, Liping; DUBOIS, Byron; DENG, Qiaolin; WO2014/176210; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1000994-95-5, 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. 1000994-95-5, name is 1-Bromo-4-(1,1-difluoroethyl)benzene, This compound has unique chemical properties. The synthetic route is as follows.

Into a 1000-ml glass reaction vessel equipped with a stirring apparatus were placed 14.85 g (67.2 mmol) of Compound (4-1), 14.09 g (20.2 mmol) of dichlorobis(triphenylphosphine)palladium(II), 32.6 g (87.4 mmol) of 2-(tributyltin)thiophene, and 450 ml of toluene. The mixture was reacted at an internal temperature of about 100C for 2 hours. After the completion of the reaction, the reaction solution was filtered with Celite, and then the solvent was concentrated. And then, inorganic substances were removed by filtration, and the filtrate was concentrated. The concentrate was purified by silica gel column chromatography (normal phase silica gel: potassium carbonate = 90 : 10 (weight ratio), hexane: 100 vol%). Subsequently, the resultant material was purified again by normal phase silica gel column chromatography (hexane: 100 vol%), to provide 9.8 g of Compound (4-2) in the form of a white solid. [0137] The properties of Compound (4-2) were as follows. 1H-NMR (400MHz, CDCl3, 8 (ppm)); 1.94 (3H, t, J=18.1Hz), 7.09-7.26 (1H, m), 7.31-7.36 (2H, m), 7.51 (2H, d, J=8.6Hz), 7.66 (2H, d, J=6.8Hz) EI-MS; 224 (M+)

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-(1,1-difluoroethyl)benzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; UBE Industries, Ltd.; TOKITO, Shizuo; KUMAKI, Daisuke; SHIMA, Hidetaka; ODA, Hiroyuki; TANAKA, Yasuhiro; KAKITA, Kazuaki; MACHIDA, Toshikazu; YONEDA, Yasuhiro; OMATA, Youji; SHIMANO, Tetsuro; EP2829542; (2015); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 10016-52-1, 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. 10016-52-1, name is 2,8-Dibromodibenzo[b,d]furan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

30.0 g (92.03 mmol) of 2,8-dibromodibenzo [b, d] furan in a 1 L reactor, Add 19.1 g (138.05 mmol) of anhydrous potassium carbonate, add 300 mL of ethylene glycol under a stream of nitrogen, raise the temperature to 120 degrees, and stir for 48 hours.After completion of the reaction, the mixture was extracted with ethyl acetate, aqueous sodium bicarbonate solution, distilled water, treated with anhydrous magnesium sulfate, filtered, and purified by silica gel chromatography.9.8 g (yield 41%) of the target compound [67-1] as a off-white solid was prepared.

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, 2,8-Dibromodibenzo[b,d]furan, other downstream synthetic routes, hurry up and to see.

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, 57951-72-1, name is 1-Bromo-2-cyclopropylethyne, molecular formula is C5H5Br, 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. SDS of cas: 57951-72-1

To a solution of (bromoethynyl)cyclopropane (60 g, 414 mmol) in piperidine (345 ml) at 0 C. was added ethynyltrimethylsilane (44.7 g, 455 mmol) and CuI (7.88 g, 41.4 mmol). The solution was then stirred at rt for 2 hours. The reaction was quenched by adding sat. aq. NH4Cl solution and then extracted with TBME. The organic layer was washed with water, brine, dried over MgSO4 and concentrated. The crude material was purified by silica gel column chromatography, heptane as eluant to give product (42 g, 62% yield). 1H NMR (400 MHz, CDCl3) 0.13-0.24 (m, 9H) 0.72-0.91 (m, 4H) 1.25-1.36 (m, 1H)

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 57951-72-1, its application will become more common.

Reference:
Patent; Novartis AG; FU, Jiping; JIN, Xianming; KARUR, Subramanian; LAPOINTE, Guillaume; MADERA, Ann Marie; SWEENEY, Zachary Kevin; (45 pag.)US2016/166548; (2016); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 328-70-1,Some common heterocyclic compound, 328-70-1, name is 1-Bromo-3,5-bis(trifluoromethyl)benzene, molecular formula is C8H3BrF6, 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: The ligand bdppmapy (4.9mg, 0.01mmol) and PdCl2 (1.8mg, 0.01mmol) were added to a Schlenk tube containing a magnetic stirrer bar, and then degassed DMF (1mL) was added. The mixture was stirred 3h at room temperature. 4?-Bromoacetophenone (199mg, 1mmol), 4-methoxyphenylboronic acid (228mg, 1.5mmol), and K3PO4 (637mg, 3mmol) were added to another Schlenk tube with a magnetic stirrer bar. The dissolved mixture of bdppmapy/PdCl2 (2muL, 0.00002mmol) was transferred to the Schlenk tube of reactants by syringe. Then, ethanol (4mL) was added. The reaction mixture was heated at reflux for 1.5h. At the end of the reaction, the solution was cooled to room temperature and water (5mL) was added. The mixture solution was extracted with ethyl acetate (3×5mL) and the organic layer was dried over magnesium sulfate. The dried solution was filtered and reduced to approx. 1-2mL under vacuum, then purified with silica gel chromatography to give the corresponding product with an isolated yield.

The synthetic route of 328-70-1 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ning, Jin-Jiao; Wang, Jian-Feng; Ren, Zhi-Gang; Young, David James; Lang, Jian-Ping; Tetrahedron; vol. 71; 23; (2015); p. 4000 – 4006;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 393-37-3, These common heterocyclic compound, 393-37-3, name is 5-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.

To a solution of 4-bromo-l-fluoro-2-(trifluorom ethyl )benzene (5.0 g, 20.5 mmol, 2.9 mL) in THF (50.0 mL) was added LDA (2 M, 13.3 mL) at -78C. The mixture was stirred at -78C for 1 hr. Then DMF (1.8 g, 24.6 mmol, 1.9 mL) was added and stirred for 1 h at -78C. The mixture was poured into Sat H4C1 (20.0 mL) and extracted with ethyl acetate (20.0 mL x 3). The combined organic layers were washed with brine (20.0 mL x 3), dried over Na2S04, filtered and concentrated under reduced pressure to give a residue. The residue was purified by column chromatography (Si02, Petroleum ether / Ethyl acetate = 1/0 to 10/1) to afford 5-bromo- 2-fluoro-3-(trifluoromethyl)benzaldehyde (4 g, 14.7 mmol, 71.7% yield). 1H MR (CHLOROFORM-d, 400 MHz): delta 10.35 (s, 1H), 8.19 (dd, J= 2.5, 5.4 Hz, 1H), 7.98 (dd, J= 2.1, 6.1 Hz, 1H).

The synthetic route of 393-37-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; QUENTIS THERAPEUTICS, INC.; VACCA, Joseph P.; LI, Dansu; BETTIGOLE, Sarah; (184 pag.)WO2018/222918; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 34699-28-0, name is 1-(4-Bromophenyl)-1,2,2-triphenylethylene, 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 34699-28-0, HPLC of Formula: C26H19Br

2, 250ml three-necked flask was evacuated and filled with N2 three times, 10mmol of Compound 1-1 was added, 120ml of water after drying and discharged air tetrahydrofuran,Under conditions of -78 C, 12 mmol n-butyllithium was slowly added and stirred for 3 hours Slowly into 21mmol trimethyl borate, return to room temperature, stirred for 12 hours, 10ml hydrochloric acid was added to terminate the reaction, the organic phase Extract with CH2Cl2, extract the organic layer three times with saturated brine, dry the combined organic phases over anhydrous Na2SO4, spin-off Organic solvents, column chromatography gave the product 1-2 as a white solid. Yield: 81.6%

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; Jiangxi Science and Technology Normal University; Pu Shouzhi; Chen Zhao; Liu Gang; Zhao Fei; (11 pag.)CN107082753; (2017); 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. 345965-54-0, name is 1-(4-Bromophenyl)cyclopropanamine, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of 1-(4-Bromophenyl)cyclopropanamine

To a solution of 1 -(4-bromophenyl)cyclopropanamine (534 mg, 2.52 mmol) and DIPEA (0.66 mL, 3.77 mmol) in anhydous THF (10 mL) was added 2-methoxybenzoyl chloride (0.41 mL, 2.77 mmol) at 0 C. The reaction mixture was then allowed to return to room temperature and stirred overnight. The mixture was quenched with a saturated solution of ammonimum chloride (20 mL), extracted with EtOAc (3 x 10 mL). The combined organic extracts were washed with water (2 x 10 mL), brine (10 mL), dried over sodium sulfate, filtered and concentrated under reduced pressure. Further purification by flash column chromatography (heptane/EtOAc 90:10 to 60:40) gave Lambda/-[1 -(4- bromophenyl)cyclopropyl]-2-methoxy-benzamide (362 mg,1 .05 mmol, 42% yield) as a white fluffy solid. UPLC-MS (ES+, Short acidic): 1 .98 min, m/z 346.1 [M]+

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 345965-54-0.

Reference:
Patent; REDX PHARMA PLC; GUISOT, Nicolas; (191 pag.)WO2017/46604; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary