Month: March 2021

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. 630-17-1, name is 1-Bromo-2,2-dimethylpropane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2,2-dimethylpropane

F) ethyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-(neopentyloxy)pyridin-3-yl)methoxy)pyrimidin-4-yl)propanoate Under a nitrogen atmosphere, to a solution of ethyl 3-cyclopropyl-3-(6-((6-(2-fluoro-5-methoxyphenyl)-5-hydroxypyridin-3-yl)methoxy)pyrimidin-4-yl)propanoate (60 mg) in DMF (1.3 mL) were added 1-bromo-2,2-dimethylpropane (80 muL) and cesium carbonate (83 mg), and the mixture was stirred at 80C for 20 hr. The reaction mixture was poured into water at room temperature, and the mixture was extracted with ethyl acetate. The extract was washed with saturated brine, and dried over anhydrous sodium sulfate. The solvent was evaporated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/hexane) to give the title compound (20 mg) as a colorless transparent amorphous solid. 1H NMR (300 MHz, CDCl3) delta 0.13-0.37 (2H, m), 0.43-0.56 (1H, m), 0.56-0.73 (1H, m), 0.91 (9H, s), 1.02-1.16 (1H, m), 1.16-1.24 (3H, m), 2.30-2.42 (1H, m), 2.79 (1H, dd, J = 15.6, 5.8 Hz), 3.04 (1H, dd, J = 15.6, 8.9 Hz), 3.64 (2H, s), 3.77-3.86 (3H, m), 3.99-4.16 (2H, m), 5.47 (2H, s), 6.75 (1H, s), 6.85-6.95 (1H, m), 6.96-7.05 (2H, m), 7.35 (1H, s), 8.37 (1H, s), 8.75 (1H, s).

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; Takeda Pharmaceutical Company Limited; MIWATASHI, Seiji; SUZUKI, Hideo; OKAWA, Tomohiro; MIYAMOTO, Yasufumi; YAMASAKI, Takeshi; HITOMI, Yuko; HIRATA, Yasuhiro; EP2816032; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 73918-56-6, These common heterocyclic compound, 73918-56-6, name is 2-(4-Bromophenyl)ethanamine, 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.

General procedure: The appropriate aldehyde 6a-c and 12a-g (1 mmol) was dissolved in 5 mL of CH2Cl2 in a round bottom flask. Then AcOH (1 mmol) and the appropriate amine (1.1 mmol) were added to the stirring solution at room temperature. The mixture was allowed to stir at room temperature for 20 min before NaBH(AcO)3 (3 mmol) was added. The mixture was allowed to stir at room temperature for overnight. Then,after completion, the reaction was quenched with NaOH 1M solution(15 mL). The mixture was then allowed to stir for 30 min. The reaction mixture was then diluted with EtOAc (10 mL), washed two times with EtOAc (10 mL) and once with brine (20 mL). The organic extracts were collected and then dried over Na2SO4, and the solvent was evaporated to yield the crude compounds 7a-e, 13a-o, 14a-b and 15a which were purified by silica gel column chromatography.

Statistics shows that 2-(4-Bromophenyl)ethanamine is playing an increasingly important role. we look forward to future research findings about 73918-56-6.

Reference:
Article; Liu, Pingxian; Yang, Yang; Ju, Yuan; Tang, Yunxiang; Sang, Zitai; Chen, Lijuan; Yang, Tao; An, Qi; Zhang, Tianyu; Luo, Youfu; Bioorganic Chemistry; vol. 80; (2018); p. 422 – 432;,
Bromide – Wikipedia,
bromide – Wiktionary

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. 4101-68-2, name is 1,10-Dibromodecan belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. name: 1,10-Dibromodecan

Compound 3 (713 mg, 0.5 mmol) was dissolved in anhydrous toluene (5 mL). 1,10-Dibromodecane (450 mg, 1.5 mmol), a catalytic amount of tetrabutylammonium hydrogen sulfate (TBAHS) (0.05 mmol), and KOH (1.5 mmol) were added into this solution subsequently. This reaction mixture was stirred at room temperature under N2 gas overnight and then concentrated under reduced pressure. The residue was purified by flash chromatography (elution with a gradient of hexanes/ethyl acetate from 10:1 to 4:1) to give the desired product as a white solid. Yield: 666 mg (81%). 1H NMR (300 MHz, chloroform-d) delta 5.23 (d, J = 3.1 Hz, 1H, anomeric H), 5.19 – 5.13 (m, 1H, anomeric H), 4.33 – 4.22 (m, 1H), 4.18 (d, J = 10.2 Hz, 1H), 4.09 (d, J = 5.8 Hz, 1H), 3.87 – 3.10 (m, 17H), 2.48 (d, J = 11.4 Hz, 1H), 2.07 – 1.96 (m, 1H), 1.92 – 1.80 (m, 2H), 1.57 – 1.50 (m, 1H), 1.48 – 1.40 (m, 45H), 1.39 – 1.18 (m, 14H), 1.12 – 1.00 (m, 1H), 0.99 – 0.82 (m, 36H), 0.22 – -0.03 (m, 24H). 13C NMR (75 MHz, chloroform-d) delta 155.63, 155.55, 154.85, 154.77, 154.59, 97.87 (anomeric C), 96.54 (anomeric C), 85.78, 79.95, 79.63, 79.39, 79.24, 79.11, 77.45, 75.31, 73.37, 72.69, 71.56, 68.07, 66.88, 63.16, 63.13, 57.32, 50.57, 48.97, 48.38, 41.73, 36.66, 35.97, 35.90, 35.68, 33.99, 33.80, 32.88, 30.66, 30.43, 29.98, 29.72, 29.70, 29.65, 29.56, 29.47, 29.38, 28.80, 28.66, 28.53, 28.42, 28.20, 26.15, 26.02, 26.01, 25.80, 24.70, 23.45, 18.51, 18.35, 18.12, 17.93, -3.39, -3.77, -4.18, -4.86, -4.92, -5.06, -5.14, -5.20. MS (ESI) m/e calcd for C77H152BrN5O19Si4Na [M+Na]+: 1667.3, found: 1667.4.

The synthetic route of 4101-68-2 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Yang, Xuan; Ammeter, Derek; Idowu, Temilolu; Domalaon, Ronald; Brizuela, Marc; Okunnu, Oreofe; Bi, Liting; Guerrero, Yanelis Acebo; Zhanel, George G.; Kumar, Ayush; Schweizer, Frank; European Journal of Medicinal Chemistry; vol. 175; (2019); p. 187 – 200;,
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. 4333-56-6, name is Bromocyclopropane, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C3H5Br

To a cooled (0 C) solution of potassium tert butoxide (0.36 g, 2.9 mmol) in DMSO (12 mL) was added 3-bromothiophenol (0.50 g, 2.6 mmol) under a nitrogen atmosphere and the reaction mixture was stirred for 15 min. A solution of cyclopropylbromide (0.96 g, 7.8 mmol) in DMSO (1.0 mL) was added dropwise. The reaction mixture was allowed to warm to rt, and followed by heating to 80 C for 48 hrs. The reaction mixture was cooled to rt and diluted with cold water (10 mL) and EtOAc (10 mL). The layers were separated and the aqueous layer was extracted EtOAc (20 mL x 2). The combined organic extracts were washed with water, brine, dried over Na2S04 and concentrated in vacuo to give the title compound (0.40 g, 66% yield). MS (ESI) 230.1 [M+H]+..

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 4333-56-6.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; EXELIXIS PATENT COMPANY LLC; KICK, Ellen, K.; BODAS, Mandar; MOHAN, Raju; VALENTE, Meriah; WURTZ, Nicholas; PATIL, Sharanabasappa; WO2014/144037; (2014); 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. 28342-75-8, name is 1,5-Dibromo-2,4-difluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C6H2Br2F2

Step 1: Synthesis of (3aR,5R,7aS)-5-[(benzyloxy)methyl]-7a-(5-bromo-2,4-difluorophenyl)hexahydro-1H-pyrano[3,4-c][1,2]oxazole (C6) P1 (4.01 g, 16.5 mmol) was added to a three neck round-bottomed flask (oven dried) equipped with a thermocouple, a nitrogen inlet and mechanical overhead stirrer. Toluene:isopropyl ether (1:1, 160 mL) was added and the resulting solution was cooled to -74¡ã C. Boron trifluoride-diethyl etherate (46.5percent, 4.91 ml, 18.5 mmol) was added and the resulting solution was allowed to stir at -74¡ã C. for 30 minutes. 2,4-Difluoro-1,5-di-bromobenzene (5.01 g, 18.4 mmol) was added followed by a slow addition of n-butyllithium (2.5 M in hexanes, 6.96 mL, 17.4 mmol) ensuring the internal temperature did not rise >5¡ã C. The resulting solution was allowed to stir at -78¡ã C. for 90 minutes. Saturated aqueous ammonium chloride (100 mL) was added and the resulting mixture was allowed to warm to room temperature, at which point it was partitioned between ethyl acetate (1*200 mL) and water (1*600 mL). The organic layer was extracted and the aqueous was back extracted with ethyl acetate (3*200 mL). The combined organics were washed with brine (1*100 mL) and the organic layer was dried over sodium sulfate, filtered, and the filtrate concentrated in vacuo Silica gel chromatography (Gradient 10percent to 70percent ethyl acetate in heptane) provided the product as a clear oily residue. Yield: 3.11 g, 7.06 mmol, 43percent. 1H NMR (400 MHz, CD3OD), delta 8.09 (t, J=8.3 Hz, 1H), 7.31-7.36 (m, 4H), 7.25-7.29 (m, 1H), 7.12 (dd, J=11.5, 8.4 Hz, 1H), 4.55 (s, 2H), 4.06 (dd, J=12.6, 1.7 Hz, 1H), 3.78 (d, J=12.5 Hz, 1H), 3.73-3.8 (m, 1H), 3.69 (d, J=7.2 Hz, 1H), 3.53-3.57 (m, 2H), 3.49 (dd, J=7.3, 5.2 Hz, 1H), 3.05-3.11 (m, 1H), 1.82-1.87 (m, 1H), 1.52-1.61 (m, 1H).

According to the analysis of related databases, 28342-75-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Pfizer Inc.; Brodney, Michael Aaron; Beck, Elizabeth Mary; Butler, Christopher Ryan; Davoren, Jennifer Elizabeth; O’Neill, Brian Thomas; US2014/163015; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 1647-26-3, A common heterocyclic compound, 1647-26-3, name is 1-Bromo-2-cyclohexylethane, molecular formula is C8H15Br, 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 201 (R)-2-Ethyl-piperazine-1-carboxylic acid 5-(2-cyclohexyl-ethoxy)-2-fluoro-benzyl ester hydrochloride According to example 187 the title compound was synthesised from (R)-2-Ethyl-piperazine-1,4-dicarboxylic acid 4-tert-butyl ester 1-(2-fluoro-5-hydroxy-benzyl)ester and 2-cyclohexyl-ethyl bromide. MS (ISP): 393 (M+H)+.

The synthetic route of 1647-26-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Adams, David Reginald; Bentley, Jonathan Mark; Davidson, James Edward Paul; Dawson, Claire Elizabeth; George, Ashley Roger; Mansell, Howard Langham; Mattei, Patrizio; Mizrahi, Jacques; Nettekoven, Matthias Heinrich; Pratt, Robert Mark; Roever, Stephan; Roffey, Jonathan Richard Anthony; Specklin, Jean-Luc; Stalder, Henri; Wilkinson, Kerry; US2002/143020; (2002); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 766-81-4, name is 3-Bromophenylacetylene, 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 766-81-4, Recommanded Product: 766-81-4

(1) by o-methyl nitrobenzene,Zinc powder, acetic acid, water, sodium nitrite, sodium azide, m-bromophenylacetylene, cuprous iodide,The molar ratio of sodium ascorbate to dimethyl sulfoxide is 1: 5: 10: 20: 1: 4: 1: 0.02: 0.1: 70,First1mmol o-nitrobenzene, 5mmol zinc powder, 10mmol acetic acid,20mmol water was added to the reactor, the reaction at room temperature for 9 hours,Subsequently, 1 mmol of sodium nitrite was added to the reactor under an ice-water bath and the reaction was continued for 10 minutes,Then 4mmol sodium azide was added and the reaction was continued for 1 hour,Finally, to the system by adding 1mmol of bromophenyl acetylene,0.02 mmol copper iodide, 0.1 mmol sodium ascorbate,70mmol dimethyl sulfoxide, the reaction 2 hours to obtain the mixed product; (2) Step (1) The resulting mixed product was diluted with 40 mL of water,Then extracted with 400mmol ethyl acetate twice,The extracts were combined and then washed with water and saturated brine each 10mL,Then dried with 2 g of anhydrous sodium sulfate,Under the conditions of a temperature of 35 C and a pressure of 0.03 MPa, the solvent was distilled off under reduced pressure to obtain a crude product,The crude product was further purified by column chromatography (300 mesh silica gel) using ethyl acetate / petroleum ether (ethyl acetate to petroleum ether 1:20 by volume) eluate to give 270 mg of product, yield 86% , The reaction equation is as follows:

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; Kunming University of Science and Technology; Jiang Yubo; Chen Zhen; Zhao Fen; Yang Rui; Xie Kai; Cheng Huiling; (10 pag.)CN104945339; (2017); B;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 22364-25-6,Some common heterocyclic compound, 22364-25-6, name is 4-Bromo-2,3-dimethylaniline, molecular formula is C8H10BrN, 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 26 Preparation of 2,3-Dimethyl-4-methylthiobromobenzene 603 g (5.85 mol) of tert-butyl nitrite and 375 g of copper powder (5.9 mol) are initially charged in 3000 ml of dimethyl disulfide, and 761 g (3.75 mol) of 4-bromo-2,3-dimethylaniline are added dropwise at from 50 to 58 C. The mixture is subsequently stirred at from 75 to 80 C. for 9 hours. For work-up, the mixture is cooled, the residue is filtered off and the filtrate is washed with saturated aqueous NaHCO3 solution. For purification of the product, the organic phase is separated by distillation. Initially, the excess dimethyl disulfide is separated off at atmospheric pressure. 1870 g of dimethyl disulfide (purity>97% according to GC) are recovered. The residue is subsequently subjected to fractional distillation under reduced pressure (0.1 mbar). Yield: 523 g (60%), purity according to GC 99%.

The synthetic route of 22364-25-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BASF Aktiengesellschaft; US6469176; (2002); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 58458-10-9, name is 3-Amino-2-bromobenzotrifluoride, 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. category: bromides-buliding-blocks

An ice-cold solution of NaNO2 (0.15 g) in water (0.5 mL) is added to a mixture of 2-bromo-3-trifluoromethyl-aniline (0.48 g), concentrated H2SO4 (2 mL), and water (1.8 mL) at ca. 5 C. The mixture is stirred in the cooling bath for 20 min and then poured into a solution of KI (0.56 g) and I2 (0.56 g) in water (0.5 mL). After gas evolution ceases, the mixture is heated to 40 C. and stirred at this temperature for 1 h. The mixture is cooled to room temperature and aqueous Na2SO3 solution is added. The resulting mixture is extracted with ethyl acetate, and the combined extracts are dried (Na2SO4) and concentrated. The solvent is evaporated and the residue is chromatographed (cyclohexane/ethyl acetate 95:5?90:10) to give the title compound.

The synthetic route of 3-Amino-2-bromobenzotrifluoride has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BOEHRINGER INGELHEIM INTERNATIONAL GMBH; ECKHARDT, Matthias; US2014/221349; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 393-36-2, 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 393-36-2 as follows.

Example 89 [5-BROMO-6-TRIFLUOROMETHYL-2- [4- (3-TRIFLUOROMETHYL-PYRIDIN-2-YL)-PIPERAZIN-1-YL]-] 1H-benzoimidazole. (a) [N- [4-BROMO-3- (TRIFLUOROMETHYL)] phenyl] acetamide. A mixture [OF 4-BROMO-3- (TRIFLUOROMETHYL)] phenylamine (7.2 g, 30 mmol, Aldrich) and acetic anhydride (29 mL) was stirred at room temperature for 16 h. The reaction mixture was evaporated in vacuo to give the title product as a white solid which was used in the next step without additional purification. MS (ESI, pos. ion) [M/Z] : [484.] 0 (M+1).

According to the analysis of related databases, 393-36-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; AMGEN INC.; WO2004/35549; (2004); A1;,
Bromide – Wikipedia,
bromide – Wiktionary