Month: May 2021

Adding a certain compound to certain chemical reactions, such as: 35354-37-1, name is 1-Bromo-5-methylhexane, 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 35354-37-1, Safety of 1-Bromo-5-methylhexane

(a) Methyl 1-(5-methylhexyl)cyclopentanecarboxylate To a solution of methyl cyclopentanecarboxylate (300 mg, 2.3 mmol) in THF (20 ml) at -78¡ã C. was added LHMDS (4.6 mL, 4.6 mmol) and stirred for 30 min, and followed by 1-bromo-5-methylhexane (626 mg, 3.5 mmol). The mixture was stirred from -78¡ã C. to rt over 16 hr, before 30 ml of H2O was added and then was extracted with CH2Cl2 (2*30 mL). The combined extracts were washed with water, dried over MgSO4, filtered and concentrated, then purified using flash chromatography to give an oil (110 mg, 21percent). MS [M+H]+333.

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; Yang, Michael G.; Liu, Hong; US2002/61874; (2002); 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. 627526-90-3, name is 1-Bromo-3-(difluoromethyl)-5-fluorobenzene, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C7H4BrF3

Intermediate CZ: 2-(3-(difluoromethyl)-5-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane A solution of PdCl2(dppf)-DCM adduct (0.399 g, 0.489 mmol), bis(pinacolato) diboron (2.73 g, 10.76 mmol), 1-bromo-3-(difluoromethyl)-5-fluorobenzene (Oakwood Chemicals, 2.200 g, 9.78 mmol) and potassium acetate (3.84 g, 39.1 mmol) in 35 mL DMF was heated to 100 C. overnight. The reaction mixture was then diluted with DCM and was washed with water. The organics were dried over MgSO4 and concentrated. Purification of the crude residue by silica gel column chromatography (0-70% EtOAc/heptane) gave 2-(3-(difluoromethyl)-5-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.64 g, 6.03 mmol, 61.6% yield) as a yellow oil. 1H NMR (Acetone) ?: 7.72-7.78 (m, 1H), 7.44-7.58 (m, 2H), 6.99 (s, 1H), 1.32-1.43 (m, 12H).

According to the analysis of related databases, 627526-90-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Amgen Inc.; Weiss, Matthew; Boezio, Alessandro; Boezio, Christiane; Butler, John R.; Chu-Moyer, Margaret Yuhua; Dimauro, Erin F.; Dineen, Thomas; Graceffa, Russell; Guzman-Perez, Angel; Huang, Hongbing; Kreiman, Charles; La, Daniel; Marx, Isaac E.; Milgrim, Benjamin Charles; Nguyen, Hanh Nho; Peterson, Emily; Romero, Karina; Sparling, Brian; US9212182; (2015); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 41825-73-4, These common heterocyclic compound, 41825-73-4, name is 2-Bromo-4,6-dimethylaniline, 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.

Step 1: Synthesis of 3,5-dimethyl-6-phenanthridinamine Added together 2-cyanophenylboronic acid pinacol ester (13.7 g, 60 mmol), 2-bromo-4,6-dimethylaniline (10.0 g, 50 mmol), tetrakis(triphenylphosphine)palladium(0) (2.3 g, 2.0 mmol) and potassium carbonate (18.6 g, 138.21 mol) to a 125 mL of a 95/5 mixture of toluene/methanol. The solvents were degassed and the reaction mixture heated to reflux for 48 hours. After cooling, the reaction mixture was vacuum filtered and the organics evaporated and crude product was purified using silica gel column chromatography treated with triethylamine and 1:9 ethyl acetate and methylene chloride mixture as the eluants. The pure product was collected and concentrated to give 3,5-dimethyl-6-phenanthridinamine (9.1 g, 82% Yield).

The synthetic route of 41825-73-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universal Display Corporation; Knowles, David; Lin, Chun; Mackenzie, Peter; Tsai, Jui-Yi; Walters, Robert W.; Beers, Scott; Brown, Cory S.; Yeager, Walter; (85 pag.)US9281483; (2016); B2;,
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. 90562-10-0, name is 1-Bromo-4-(3-bromopropyl)benzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C9H10Br2

Example 139. l-[3-(4~Bromo-phenyl)-propyn-pyrrolidine C80); [0324] To a solution of compound 79 described in Example 138 (3.5 g, 13 mmol) in dioxane (40 mL) was added pyrrolidine (2.1 mL, 25 mmol) followed by cesium carbonate (8.2 g, 25 mmol). The mixture was stirred at room temperature for 15 h and poured into water. The mixture was extracted with ethyl acetate and the organic layer separated, EPO washed with brine, dried over Na2SO4 and filtered. The filtrate was concentrated and the residue purified by flash chromatography on silica gel (10% MeOH/DCM to 25% MeOH and 2% TEA/DCM) to afford the title compound (1.8 g, 53%) as a pale orange oil.[0325] 1H NMR (500 MHz, DMSO-d6): delta 1.60-1.65 (m, 6H), 2.35 (t, J= 7.3 Hz, 2H), 2.35-2.43 (m, 4H), 2.57 (t, J= 7.7 Hz, 2H), 7.16 (d, J= 8.3 Hz, 2H), 7.44 (d, J= 8.4 Hz, 2H).

The synthetic route of 90562-10-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TARGEGEN, INC.; WO2006/101977; (2006); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-54-7, 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. 1435-54-7, name is 1,3-Dibromo-2-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A stirred solution of 1,3-dibromo-2-fluorobenzene (15.95 g, 62.82 mmol, 1.0 equiv.) in anhydrous THF (100 mL) is cooled to -78 C. n-Butyllithium (1.6 N, 47.1 mL, 75.36 mmol, 1.2 equiv.) is added dropwise and the resulting mixture is stirred for 30 min at -78 C. D-2b (10.00 g, 62.82 mmol, 1.0 equiv.) dissolved in THF (40 mL) is slowly added. After complete conversion, saturated aqueous ammonium chloride is added. The aqueous layer is extracted with EtOAc, the organic layers are combined, dried over Na 2SO 4 and concentrated under reduced pressure. The crude product is purified by chromatography on silica gel (gradient elution: 10% to 20% ethyl acetate in petroleum ether) yielding the desired product D-3b.

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-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Boehringer Ingelheim International GmbH; RAMHARTER, Juergen; KOFINK, Christiane; STADTMUELLER, Heinz; WUNBERG, Tobias; HOFMANN, Marco Hans; BAUM, Anke; GMACHL, Michael; RUDOLPH, Dorothea Ingrid; SAVARESE, Fabio; OSTERMEIER, Markus; FRANK, Markus; GILLE, Annika; GOEPPER, Stefan; SANTAGOSTINO, Marco; WIPPICH, Julian; (175 pag.)US2019/194192; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 268733-18-2,Some common heterocyclic compound, 268733-18-2, name is 4-Bromo-3,5-bis(trifluoromethyl)aniline, molecular formula is C8H4BrF6N, 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.

synthesis of ethyl 5 -(4-amino-2, 6-bis(trifluoromethyl)phenyl)furan-2-carboxylate (143): 4-Bromo-3,5-bis(trifluoromethyl)aniline (142; 8 g, 26 mmol), 5- (ethoxycarbonyl)furan-2-ylboronic acid (7.2 g, 39 mmol), catalyst (2.1 g, 2.6 mmol) and K3P04 (16.5 g, 78 mmol) were added to a mixture of H20 (156 mL) and THF (300 mL). The mixture was degassed and stirred at room temperature for 2 h, extracted with EtOAc (300 mL X 2). The combined organic solvents were concentrated under reduced pressure and purified by silica gel chromatography (10-30% EtOAc/petroleum ether) to give 4.6 g of ethyl 5-(4- amino-2, 6-bi s(trifluoromethyl)phenyl)furan-2-carboxylate 143 as brown solid (48% yield). LCMS: m/z 368.0 [M+H], tR = 1.91 mm

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-3,5-bis(trifluoromethyl)aniline, its application will become more common.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; (153 pag.)WO2017/31213; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Synthetic Route of 113899-55-1, A common heterocyclic compound, 113899-55-1, name is 1-(2-Bromophenyl)ethylamine, molecular formula is C8H10BrN, 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.

(1) Di-t-butyl dicarbonate (1.26 ml) was added to a solution of 1-(2-bromophenyl)ethanamine (1.0 g) obtained by the method described in the literature (Tetrahedron Letters, 2007, vol. 48, p.4589) in chloroform (10 ml), and the resulting mixture was stirred at room temperature for 2 hours. The reaction mixture was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography (chloroform:methanol = 50:1) to obtain a protected compound (1.52 g).

The synthetic route of 113899-55-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Taisho Pharmaceutical Co., Ltd.; Meiji Seika Kaisha, Ltd.; EP2287173; (2011); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 112279-60-4,Some common heterocyclic compound, 112279-60-4, name is 4-Bromo-2,5-difluoroaniline, molecular formula is C6H4BrF2N, 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.

A mixture OF 4-(6-CHLORO-5-METHYL-PYRIMIDIN-4-YLOXY)-PIPERIDINE-1-CARBOXYLIC acid isopropyl ester (1.03 g, 3.28 mmol), palladium acetate (74 mg, 0.33 mmol), biphenyl-3-yl-di-tert-butyl- phosphane (9.7 mg, 0.033 mmol), sodium tert-butoxide (708 mg, 7.36 mmol), and 4-bromo-2,5- difluoro-phenylamine (706 mg, 3. 39 mmol) in 15 mL dioxane was heated in microwave for 1 hour at 120C. Solids were filtered off and mixture was purified by column chromatography (hexane/AcOEt) and crystallized from HEXANE/ACOET TO give compound A86 as a tanned solid (652 mg, 41%). 1H NMR (CDC13, 400 MHz) 5 1.04-1. 05 (d, 6H), 1.50-1. 61 (M, 2H), 1.74-1. 82 (M, 2H), 1.89 (s, 3H), 3.16-3. 22 (M, 2H), 3.51-3. 60 (M, 2H), 4.69-4. 76 (M, 1H), 5.09-5. 15 (M, 1H), 6.34-6. 36 (M, 1H), 7.07- 7.11 (M, 1H), 8.15 (s, 1H), 8. 34-8. 38 (M, 1H). Exact mass calculated for C2OH23BRF2N403 484.09, found 485.2 (MH).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 4-Bromo-2,5-difluoroaniline, its application will become more common.

Reference:
Patent; ARENA PHARMACEUTICALS, INC.; WO2005/7647; (2005); 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. 1049034-71-0, name is 2,7-Dibromo-4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b’]dithiophene, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: 1049034-71-0

A dry three-neck round bottom flask was equipped with a Schlenk adapter, dropping funnel, and rubber septum. Under nitrogen, 2,7-dibromo-4,4,9,9-tetrakis(4-hexylphenyl)-4,9-dihydro-s-indaceno[1,2-b:5,6-b?]dithiophene (1.06 g, 1 mmol) was dissolved in dry TI-IF (20 mL) and cooled -78 C. using a dry ice/acetone cold bath. Under nitrogen, a solution of n-butyllithium (1.6 M in hexane, 1.50 mL, 2.4 mmol) was added dropwise over 15 minutes to the reaction vessel. The reaction was stirred at -78 C. under nitrogen for one hour. Then trimethyltin chloride (0.60 g, 3.0 mmol) was added dropwise over 5 minutes to the reaction vessel via syringe at -78 C. The reaction was stirred at -78 C. under nitrogen for 1 hour and subsequently warmed to room temperature and stirred overnight. The mixture was then poured into deionized water (3¡Á100 mL) and the organic phase was extracted with hexanes (3¡Á100 mL). The organic phases were collected and washed with deionized water (5¡Á100 mL), dried over sodium sulphate, filtered, and concentrated. The crude product was recrystallized from hexane/ethanol (10/90) and dried under high vacuum to give 1.07 g of final product as white needles, yield 87%. NMR (500 MHz, CDCl3) delta (ppm): 7.48 (s, 2H), 7.21 (d, 8H), 7.13 (d, 8H), 2.63 (t, J=7.75 Hz, 8H), 1.66-1.57 (m, 8H), 1.42-1.30 (m, 24H), 0.89 (m, 12H), 0.41 (s, 18H). 13C NMR (125 MHz, CD2Cl2) delta (ppm): 157.64, 153.75, 147.14, 142.31, 141.90, 141.54, 134.71, 130.44, 128.35, 128.28, 127.81, 127.75, 117.65, 62.19, 35.48, 31.76, 31.66, 29.16, 22.64, 13.89, -8.39. HRMS (FD) m/z, calcd for Chemical Formula: C70H90S2Sn2 (M+): 1232.45. found: 1232.5.

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 1049034-71-0.

Reference:
Patent; The Regents of the University of California; Bazan, Guillermo C.; Ying, Lei; Hsu, Ben B. Y.; Wen, Wen; Tseng, Hsin-Rong; Welch, Gregory C.; (54 pag.)US9293708; (2016); B2;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 28148-04-1, 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. 28148-04-1, name is 1,3-Dibromo-2-methylpropane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: Kinetic parameters were determined using a halide release assay. Assays were done at room temperature in 200 muL 50 mM Tris-SO4, pH 8.2. For compound 1e, 20% of DMSO was added to enhance the solubility to 0.5 mM. Samples were taken at different times and after adding mercuric thiocyanate and ferric ammonium sulfate the absorption was measured at 460 nm. [27] and [53] The initial rates of halide release at different substrate concentrations were plotted in a Michaelis-Menten graph in order to determine the kinetic parameters.Time-course experiments were done as follows. To 10 mL of a solution of compound 1 in 50 mM Tris-SO4, pH 8.2, enzyme was added and the mixture was incubated at 30 C (for details, see Table 5). At various times, 1 mL samples were taken and extracted with a solvent containing dodecane as internal standard. The samples were dried with MgSO4. The enantiomeric excess values for haloalcohols 2a-2c were determined by Chiral GC and for 2d and 2c by chiral HPLC, as described above. For the reactions with compounds 1a, 1b and 1c, the conversion was determined with the same GC program, whereas for 1d and 1e a different GC program was used. For 1d: AT5 GC column (80 C?130 C (10 C/min), 130 C for 1 min, 130 C?80 C (20 C/min), retention times 3.8 min (2d) and 4.4 min (1d)). For 1e: AT5 GC column (80 C?180 C (10 C/min), 180 C for 1 min, 180 C?80 C (20 C/min), retention times: 10.9 min (2e); 11.9 min (1e)).

The synthetic route of 1,3-Dibromo-2-methylpropane has been constantly updated, and we look forward to future research findings.

Reference:
Conference Paper; Westerbeek, Alja; Van Leeuwen, Jan G.E.; Szyma?ski, Wiktor; Feringa, Ben L.; Janssen, Dick B.; Tetrahedron; vol. 68; 37; (2012); p. 7645 – 7650;,
Bromide – Wikipedia,
bromide – Wiktionary