Category: bromides-buliding-blocks

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. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, A new synthetic method of this compound is introduced below., Product Details of 937046-98-5

[0182] The bromopyrazole (prepared according to WO2009/132135) (0.5 g, 2.4 mmol) was suspended in anhydrous THF (10 mL) under N2 (g). The suspension was stirred and TMSCl (0.67 mL, 5.28 mmol) was added. The mixture was stirred for 20 min. at RT and then cooled to about -78 C after which time a solution of n-BuLi (6 mL, 1.6 N in hexanes, 9.6 mmol) was added slowly. The reaction mixture was stirred for 10 min. at about -78 and then the lactone (1 g, 2.4 mmol) was added via syringe. When the reaction was complete as measured by LCMS, AcOH was added to quench the reaction. The mixture was concentrated under reduced pressure and the residue dissolved in a mixture of CH2CI2 and H2O (100 mL, 1 :1). The organic layer was separated and washed with 0 (50 mL). The organic layer was then dried over anhydrous MgS04, filtered and concentrated under reduced pressure. The residue was subjected to silica gel chromatography eluting with 0-50% EtOAc in hexanes to provide the product as a 1 : 1 mixture of anomers. LCMS m/z 553 [M+H].

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; GILEAD SCIENCES, INC.; CHUN, Byoung, Kwon; CLARKE, Michael, O’Neil Hanrahan; DOERFFLER, Edward; HUI, Hon, Chung; JORDAN, Robert; MACKMAN, Richard, L.; PARRISH, Jay, P.; RAY, Adrian, S.; SIEGEL, Dustin; (149 pag.)WO2016/69826; (2016); A1;,
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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. 1159977-65-7, name is 6-Bromoimidazo[1,2-b]pyridazine, A new synthetic method of this compound is introduced below., Formula: C6H4BrN3

To degassed dioxane (10ml_) were added sequentially 2-aminopyrazine (1) (54mg, 0.57mmol), 6-bromoimidazo[1 ,2-b]pyridazine (2) (136mg, 0.69mmol), Pd2(dba)3 (26mg, 0.03mmol), XantPhos (33mg, 0.06mmol) and Cs2C03 (371 mg, 1.1 mmol) with continued degassing. The reaction mixture was heated up to 90C for 2h. Once cooled down to rt, it was poured into a brine solution (50%, 20ml_) and extracted with EtOAc (3 x 20ml_). The combined organic extracts were dried over MgS04, filtered and concentrated in vacuo. Purification by silica gel column chromatography with EtOAc/MeOH (1 :0-0: 1 ) afforded a residue. It was re- dissolved in CH2CI2/MeOH (4:1 , 20ml_) and swirled with MP-TMT resin (250mg, 1.3mmol/g) at rt overnight. The solution was filtered, the resin washed with CH2CI2/MeOH (4:1 , 50ml_) and the filtrate concentrated in vacuo to yield (3) as an off-white solid (94mg, 77%). (0916) LCMS (ES): Found 213.0 [M+Hf. (0917) 1H NMR (300 MHz, DMSO-cf6), d: 10.40 (s, 1 H), 9.39 (d, J=1.3 Hz, 1 H), 8.32- 8.40 (m, 1 H), 8.26 (d, J=2.4 Hz, 1 H), 8.20 (s, 1 H), 8.04 (d, J= 9.6 Hz, 1 H), 7.66 (d, J= 0.6 Hz, 1 H), 7.35 (d, J= 9.6 Hz, 1 H).

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; KARUS THERAPEUTICS LIMITED; SHUTTLEWORTH, Stephen Joseph; GATLAND, Alice Elizabeth; FINNEMORE, Daniel John; ALEXANDER, Rikki Peter; SILVA, Franck; CECIL, Alexander; (233 pag.)WO2019/166824; (2019); A1;,
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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. 1647-26-3, name is 1-Bromo-2-cyclohexylethane, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-2-cyclohexylethane

A stirred solution of tert-butyl {4-[({[(1-methyl-1 H-tetrazol-5-yl)(phenyl)methylene]amino}oxy)methyl]- 1 ,3-thiazol-2-yl}carbamate (0.185 g, 0.445 mmol, 1 eq.) in 3 ml of dry DMF was treated with NaH (60% dispn in mineral oil, 0.019 g, 0.49 mmol, 1.1 eq.) added in one portion. After 20 mins (2- bromoethyl)cyclohexane (0.096 g, 0.49 mmol, 1.1 eq.) was added and the reaction was stirred for 1 hr. Then TFA (1.48 g, 12.98 mmol, 30 eq.) was added carefully and the reaction was heated to 6OºC for 12 h. After cooling, sat. aqueous Na2CO3 was added followed by DCM. The layers were separated and the aqueous layer was extracted with DCM. The organics were combined, washed with sat. aqueous Na2CO3, dried over MgSO4 and concentrated. The crude was purified by chromatography on silica gel to give N-(2-cyclohexylethyl)-4-[({[(1-methyl-1 H-tetrazol-5- yl)(phenyl)methylene]amino}oxy)methyl]-1 ,3-thiazol-2-amine (0.144 g, 76 % yield) as a clear viscous oil. HPLC/MS : m/z = 426 (M+H) ; logP(HCooH) = 3.62

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; BAYER CROPSCIENCE SA; WO2009/115557; (2009); A2;,
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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;,
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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;,
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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;,
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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;,
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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;,
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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;,
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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,
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