Month: July 2021

Related Products of 17247-58-4, 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. 17247-58-4, name is (Bromomethyl)cyclobutane, This compound has unique chemical properties. The synthetic route is as follows.

A stirred solution of the ketimime 1a’ (50 g, 187.1 mmol, available from Aldrich Chemical Company, Milwaukee, Wis.) under N2 in dry THF (400 mL) was cooled to -78 C. and treated with 1 M solution of K-tBuO (220 mL, 1.15 equiv.) in THF. The reaction mixture was warmed to 0 C. and stirred for 1 h and treated with bromomethylcyclobutane (28 mL, 249 mmol). The reaction mixture was stirred at room temperature for 48 h and concentrated in vacuo. The residue was dissolved in Et2O (300 mL) and treated with aq. HCl (2 M, 300 mL) The resulting solution was stirred at room temperature for 5 h and extracted with Et2O (1 L). The aqueous layer was made basic to pH12-14 with aq. NaOH (50%) and extracted with CH2Cl2 (3×300 mL). The combined organic layers were dried (MgSO4), filtered, and concentrated to give pure amine (1b’, 18 g) as a colorless oil.

The chemical industry reduces the impact on the environment during synthesis (Bromomethyl)cyclobutane. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Schering Corporation; US2007/10431; (2007); A1;,
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. 138526-69-9, name is 1-Bromo-3,4,5-trifluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C6H2BrF3

To a solution of (ls,3s)-3-(4-fluorophenyl)cyclobutanol (0.13 g, 0.782 mmol, 1 equiv) and 5-bromo-l,2,3-trifluorobenzene (0.198 g, 0.939 mmol, 1.2 equiv) in DMF (8 mL) was added 60% NaH (0.038 g, 0.939 mmol, 1.2 equiv). After 1 h, the reaction was diluted with EtOAc and washed with saturated aqueous sodium bicarbonate and brine. The organic layer was dried (NaiSOr) and concentrated in vacuo. The crude product was purified by silica gel flash chromatography (0-30% EtO Ac/hexane) to provide 5-bromo-l,2-difluoro-3-((3-(4- fluorophenyl)cyclobutoxy)benzene (0.17 g, 61%) as a colorless oil. NMR (500 MHz, CDCb) d 7.26 – 7.20 (m, 2H), 7.07 – 7.01 (m, 2H), 6.98 (ddd, J= 9.3, 6.1, 2.3 Hz, 1H), 6.83 (dt, J= 6.3, 2.2 Hz, 1H), 4.69 (quin, J= 7.2 Hz, 1H), 3.24 – 3.11 (m, 1H), 3.04 – 2.92 (m, 2H), 2.40 – 2.29 (m, 2H).

The synthetic route of 138526-69-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; VIIV HEALTHCARE UK (NO.5) LIMITED; BELEMA, Makonen; BOWSHER, Michael S.; GILLIS, Eric P.; IWUAGWU, Christiana; KADOW, John F.; NAIDU, B. Narasimhulu; PARCELLA, Kyle E.; PEESE, Kevin M.; (367 pag.)WO2019/244066; (2019); A2;,
Bromide – Wikipedia,
bromide – Wiktionary

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 103273-01-4 as follows. Formula: C10H14BrN

General procedure: A Schlenk tube containing Pd(OAc)2 (24.3 mg, 0.108 mmol), K2CO3 (759mg, 5.49 mmol), tricyclohexylphosphine (61.7 mg, 0.220 mmol), anddiphenylacetylene (470 mg, 2.58 mmol) was flushed with N2. NMP (21mL) and 2-bromo-5-tert-butylaniline (525 mg, 2.30 mmol) was added andthe resulting mixture was heated to 110 C. After stirred for 18 h, themixture was cooled to room temperature and then filtered through a shortpad of Celite with EtOAc. The eluent was washed with water and brine,dried over anhydrous Na2SO4, and evaporated to dryness. Purification bysilica-gel column chromatography (hexane/EtOAc as an eluent) afforded1a (460 mg, 1.42 mmol) in 62% yield.

According to the analysis of related databases, 103273-01-4, the application of this compound in the production field has become more and more popular.

Reference:
Article; Shigeno, Ami; Matsuno, Takashi; Hiroto, Satoru; Shinokubo, Hiroshi; Chemistry Letters; vol. 44; 12; (2015); p. 1703 – 1705;,
Bromide – Wikipedia,
bromide – Wiktionary

Reference of 345965-54-0, These common heterocyclic compound, 345965-54-0, name is 1-(4-Bromophenyl)cyclopropanamine, 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-(4-Bromophenyl)-cyclopropyl]-dipropylamine (Intermediate 121) To a solution of 1-(4-bromophenyl)-cyclopropylamine (Intermediate 116) in CH3CN/HOAc (5 mL, 9:1, v/v) and THF 3 mL at 0 C. was added propionaldehyde (277.0 mg, 4.95 mmols) and NaCNBH3 (153.0 mg, 2.47 mmols). The reaction was warmed to room temperature and after Shours quenched with H2O. The pH of the solution was adjusted to 8-9 using aqueous NaOH and extracted with EtOAc. The combined extracts were washed with H2O and saturated aqueous NaCl, dried (MgSO4) and concentrated under reduced pressure. The title compound, 190.0 mg (56%), was isolated by column chromatography (2-5% EtOAc-hexanes). 1H NMR (CDCl3) delta: 7.42 (2H, d, J=8.3 Hz), 7.18 (2H, d, J=8.3 Hz), 2.39 (4H, t, J=7.3 Hz), 1.62-1.40 (4H, m), 0.96 (2H, m), 0.86 (6H, t, J=7.3 Hz), 0.80 (2H, m).

Statistics shows that 1-(4-Bromophenyl)cyclopropanamine is playing an increasingly important role. we look forward to future research findings about 345965-54-0.

Reference:
Patent; Allergan Sales, Inc.; US6252090; (2001); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

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 52548-00-2 as follows. Safety of 1-Bromo-4-fluoro-2,3-dimethylbenzene

6-Bromo-3-fluoro-o-xylene (5.00 g, 24.6 mmol) was dissolved in 75 mL carbon tetrachloride. N-Bromosuccinimide (8.76 g, 49.2 mmol) and benzoyl peroxide (0.089 g, 0.37 mmol) were added and the resulting white suspension was refluxed for 18 h. The reaction mixture was filtered and the filtrate concentrated to an oily suspension. The residue was purified by column chromatography on silica gel (eluting with hexanes) and concentrated to give 1-bromo-2,3-bis(bromomethyl)-4-fluorobenzene (8.40 g, 94% yield) as a colorless oil. 1H NMR (400 MHz, CDCl3, ppm) delta 7.55 (dd, J=8.9, 5.2 Hz, 1 H), 6.97 (t, J=8.9 Hz, 1 H), 4.78 (s, 3 H), and 4.67 (s, 3 H).

According to the analysis of related databases, 52548-00-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Holloway, M. Katharine; Liverton, Nigel J.; Ludmerer, Steven W.; McCauley, John A.; Olsen, David B.; Rudd, Michael T.; Vacca, Joseph P.; McIntyre, Charles J.; US2007/27071; (2007); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

These common heterocyclic compound, 327-52-6, name is 1-Bromo-2,4,5-trifluorobenzene, 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. HPLC of Formula: C6H2BrF3

EXAMPLE 1 2,4,5-Trifluorobenzoic Acid To a stirred suspension, under argon, of 9 g of magnesium chips in 150 ml of tetrahydrofuran containing a crystal of iodine and cooled to 0 C. was added a solution of 60 g of 2,4,5-trifluorophenyl bromide in 80 ml of tetrahydrofuran dropwise over 1.5 hours. The temperature was kept below 35 C. during the addition and kept at 35 C. for an additional hour then cooled to 0 C. A gentle stream of carbon dioxide was bubbled through the reaction mixture for one hour at 0 C., one hour at room temperature and one hour at reflux. The reaction mixture was cooled to 0 C. and poured into a beaker containing 300 ml of 2N hydrochloric acid and 200 ml of ice water. The aqueous mixture was filtered and the filtrate extracted with 3*335 ml of methylene chloride. The combined organic extracts were dried and the volatiles removed in vacuo to give 49.4 g of the desired compound. Crystallization from hexanes gave the desired product as light yellow crystals, mp 92-95 C.

The synthetic route of 1-Bromo-2,4,5-trifluorobenzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; American Cyanamid Company; US4923868; (1990); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 54962-75-3, A common heterocyclic compound, 54962-75-3, name is 3-Bromo-5-(trifluoromethyl)aniline, molecular formula is C7H5BrF3N, 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.

3-Amino-5-bromobenzotrifluoride (2.00 g, 8.332 mmol) was dissolved in acetonitrile (80 mL) and the solution was degassed with nitrogen. Pd(OAc)2 (94 mg, 0.417 mmol), tris(2- methylphenyl)phosphine (254 mg, 0.833 mmol) and triethylamine (3.5 mL, 25.0 mmol) were added and the bright orange solution was allowed to stir at room temperature for 1 h. To this solution was added N-vinylphthalimide (1.73 g, 10.0 mmol) and the reaction mixture was degassed and was heated at reflux for 16 h. The reaction was filtered through a Celite pad. The filtrate was washed with water and brine, was dried over magnesium sulfate, was filtered and was concentrated. The residue was purified by column chromatography (eluted with hexanes:ethyl acetate = 3 : 1 to 2: 1 to 1 : 1) to afford 2- {(E)-2-[3-amino-5- (trifluoromethyl)phenyl]vinyl}-lH-isoindole-l,3(2H)-dione (2.02 g, 73% yield) as a yellow solid. XH NMR (400 MHz, CDC13): delta 7.92-7.90 (m, 2H), 7.78-7.76 (m, 2H), 7.59 (d, 1H), 7.35 (d, 1H), 7.09 (s, 1H), 6.91 (s, 1H), 6.79 (s, 1H), 3.88 (-NH2; br s, 2H).

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; EXELIXIS, INC.; ANAND, Neel, Kumar; BROWN, S., David; TESFAI, Zerom; ZAHARIA, Cristiana, A.; WO2012/37132; (2012); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 766-46-1, name is 2′-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 766-46-1, category: bromides-buliding-blocks

General procedure: A solution of1-iodo-2-methoxybenzene derivatives 5a-c or 1-iodo-2-methoxynathpthlene (5d) (1.0equiv.), 1-bromo-2-ethynylbenzene (6) (1.2 equiv.), Pd(PPh3)4 (5 mol%), and CuI (5 mol%) indegassed triethylamine and degassed THF was stirred at room temperature for 15 h under a nitrogenatmosphere. The reaction mixture was diluted with CHCl3 and washed with saturated NH4Cl aq. andbrine. The organic layer was dried over MgSO4. After removal of the solvent under reduced pressure,the residue was purified by chromatography on SiO2 to give the corresponding asymmetricdiarylacetylene derivatives 3a-d. The product 3a was characterized by comparing its spectral data withprevious report.[S1] The structures of the products 3b-d were assigned by their 1H and 13C-NMR, IR,mass spectra.

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:
Article; Umeda, Rui; Shimizu, Yuji; Ida, Yuta; Ikeshita, Masahiro; Suzuki, Shuichi; Naota, Takeshi; Nishiyama, Yutaka; Tetrahedron Letters; vol. 60; 2; (2019); p. 183 – 186;,
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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Application In Synthesis of 1-Bromo-2-cyclohexylethane

General procedure: The solution of dihydroxyacetophenone (1, 1.0equiv), anhydrous potassium carbonate (2.0equiv) and corresponding alkyl bromides (2, 1.1equiv) in acetonitrile was stirred at 70-80C for 4-5h. After evaporation of acetonitrile, the reaction mixture was diluted with dichloromethane and washed with water three times. The organic layer was dried with anhydrous sodium sulfate and evaporated under reduced pressure. The crude product was purified by column chromatography to give 3. 6.1.1.12 1-(2-(2-Cyclohexylethoxy)-6-hydroxyphenyl)ethanone (3l) Yield 50%; colorless liquid; Rf 0.63 (0.5:9.5 EA: HX); IR (KBr) 3230, 2919, 2848, 1618 cm-1; 1H NMR (CDCl3) delta 13.27 (s, 1H), 7.32 (t, J = 8.4 Hz, 1H), 6.53 (dd, J = 0.8, 8.4 Hz, 1H), 6.34 (d, J = 8.2 Hz, 1H), 4.11 (t, J = 6.4 Hz, 2H), 2.70 (s, 3H), 1.78 (q, J = 6.5 Hz, 2H), 1.60-1.74 (m, 5H), 1.55-1.49 (m, 1H), 1.05-1.20 (m, 3H), 0.93 (d, J = 9.0 Hz, 2H).

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

Reference:
Article; Venkateswararao, Eeda; Sharma, Vinay K.; Yun, Jieun; Kim, Youngsoo; Jung, Sang-Hun; Bioorganic and Medicinal Chemistry; vol. 22; 13; (2014); p. 3386 – 3392;,
Bromide – Wikipedia,
bromide – Wiktionary

Application of 51376-06-8, 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 51376-06-8 as follows.

Triethylamine (0.12 g), 5-bromo-2,1,3-benzoxadiazole (0.19 g) and dichlorobistriphenylphosphine palladium(II) (0.13 g) were added to a solution of N-({(5S)- 3 – [3 , 5 -difluoro-4-(trimethylstannyl)phenyl] -2-oxo- 1 ,3 -oxazolidin-5 -yl } methyl)acetamide (0.21 g) (which can be prepared according to Example 8 of WO 01/94342, at page 52) in dry dimethyl formamide (15 mL) and the reaction mixture was heated at 100 C for about 3 hours. The reaction mixture was filtered and diluted with ethyl acetate. The organic layer was washed with water, dried over sodium sulfate and concentrated. The crude EPO product was purified by column chromatography using 2 % methanol in dichloromethane as eluent to yield the title compound (0.035 g).Melting point: 165-168 C; EMS (m/z): 388;1HNMR(CDC13): delta 7.92 (m, 2H), 7.48 (dd, 1H), 7.32 (dd, 2H), 5.98 (t, 1H), 4.85 (m, 1H), 4.09 (t, 1H), 3.84 (m, 1H), 3.72 (m, 2H), 2.03 (s, 3H).

According to the analysis of related databases, 51376-06-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; RANBAXY LABORATORIES LIMITED; WO2006/35283; (2006); A1;,
Bromide – Wikipedia,
bromide – Wiktionary