Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 627526-90-3, name is 1-Bromo-3-(difluoromethyl)-5-fluorobenzene, 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 627526-90-3, HPLC of Formula: C7H4BrF3

A mixture of 1-bromo-3-(difluoromethyl)-5-fluoro-benzene (ig, 4.44 mmol) and 1- cyclopropylpiperazine (2.80 g, 22.22 mmol) was microwaved at 200 C for 1 h. Pumped down solvent and purified the crude mixture by ISCO purification (40g silica; 0 % to 5% to 30% of MeOH in DCM) to provide 1-[3-bromo-5-(difluoromethyl)phenyl]piperazine (920 mg, 89%). ?H NMR (300 MHz, CD3OD) oe 7.20 (s, 1H), 7.09 (s, 1H), 7.05 (d, J = 1.0 Hz, 1H), 6.66 (t, J = 56.1 Hz, 1H), 3.20 (dd, J = 6.2, 4.0 Hz, 4H), 2.98 (dd, J = 6.2, 4.1 Hz, 4H) ppm. ESI-MS m/z calc. 290.02, found 291.19 (M+1)+; Retention time: 0.63 minutes.

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-Bromo-3-(difluoromethyl)-5-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; DAVIES, Robert, J.; CAO, Jingrong; COCKERILL, Meghan, Elise; COLLIER, Philip, Noel; DENINNO, Michael, Paul; DOYLE, Elisabeth; FRANTZ, James, Daniel; GAO, Huai; GOLDMAN, Brian, Anthony; GREY, Ronald, Lee; GRILLOT, Anne-laure; GU, Wenxin; HENDERSON, James, A.; IRARRAZAVAL, Raul Eduardo, Krauss; KOLPAK, Adrianne, Lynn; LIAO, Yusheng; MAGAVI, Sanjay Shivayogi; MALTAIS, Francois; MESSERSMITH, David; PIERCE, Albert, Charles; PEROLA, Emanuele; RYU, Elizabeth Jin-Sun; SYKEN, Joshua; WANG, Jian; (706 pag.)WO2016/197009; (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. 875664-38-3, name is 1-Bromo-4,5-difluoro-2-methylbenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C7H5BrF2

General procedure: To a solution of o—dibromobenzenes, N—Boc—pyrrole—2—boronic acid 2 and 1.0 M K2CO3aq. in DMF was added PdCl2(PPh3)2 (20%/mol) under a nitrogen atmosphere. Theresulting mixture was heated at 80 C for 7 h. After cooling to room temperature, themixture was extracted with a mixture of EtOAc/hexane (v/v = 1:4). The organic layerwas washed with water and brine, and then dried over Na2SO4. After removal solvent,the residue was purified by silica gel column chromatography and recrystallization todi(N—Boc—pyrrol—2—yl—benzenes).

The synthetic route of 875664-38-3 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kuzuhara, Daiki; Miyake, Satoshi; Moriyama, Hirotake; Tamura, Yuto; Aratani, Naoki; Yamada, Hiroko; Tetrahedron Letters; vol. 56; 41; (2015); p. 5564 – 5567;,
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Synthetic Route of 113899-55-1, These common heterocyclic compound, 113899-55-1, name is 1-(2-Bromophenyl)ethylamine, 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.

Add diisopropylethylamine (1.5 g, 12 mmol) to a solution of l-(2-bromo-4- fluoro-phenyl)-ethylamine (4 g, 20 mmol) and di-tert-butyldicarbonate (6.5 g, 30 mmol) in 20 mL of DCM. Stir the mixture overnight at RT. Dilute the mixture with chloroform/IPA (3/1), wash with aqueous saturated sodium chloride and water, dry it over sodium sulfate and concentrate in vacuo. Purify the crude product by column chromatography (10 % methanol in DCM) to give the title compound (2.0 g, 33 %). MS (ES) m/z 244/246 [M-tert-butyl]+.

Statistics shows that 1-(2-Bromophenyl)ethylamine is playing an increasingly important role. we look forward to future research findings about 113899-55-1.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/144223; (2008); A2;,
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Electric Literature of 1786-36-3, 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. 1786-36-3, name is (2-Bromo-1-fluoroethyl)benzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Under a nitrogen atmosphere, nickel bromide (4.4 mg, 0.02 mmol),4,4′-dimethyl-2,2′-bipyridine (3.68 mg, 0.02 mmol),Tetrabutylammonium iodide (14.77 mg, 0.04 mmol) manganese powder (43.95 mg, 0.8 mmol),Add solvent NMP (0.5 mL) and stir well. Weigh 4-bromoacetophenone (39.81mg, 0.2mmol) in NMP (0.5mL),After dissolution, add (2-bromo-1-fluoroethyl) benzene (60.92 mg, 0.3 mmol) and mix well.The solution was transferred to a sealed tube. After sealing, the reaction was stirred in an oil bath at 80 C for 24 hours.Cool the reaction to room temperature, ether (5mL)Add an equal volume of saturated ammonium chloride solution to the diluted reaction solution.Filter through a diatomaceous sand core funnel, rinse with a small amount of ether, and collect the filtrate.The filtrate was extracted three times with diethyl ether, and the organic phases were combined (add internal standard dodecane,GC-MS determined crude yield). Dried over anhydrous sodium sulfate,Filtration, distillation to remove the solvent under reduced pressure,After the residue was separated by silica gel column chromatography, the product was weighed.The calculated yield was 39%.

The synthetic route of (2-Bromo-1-fluoroethyl)benzene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sichuan Qing Chemical University; Yang Yi; Luo Gen; Li Youlin; Tong Xia; He Mengmeng; Jiang Yan; Liu Yingle; Shu Yumei; Zheng Yubin; Lu Wenjie; Zhao Yanchuan; (22 pag.)CN110803977; (2020); A;,
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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. 1123172-38-2, name is 1-Bromo-3-(tert-butyl)-5-fluorobenzene, A new synthetic method of this compound is introduced below., HPLC of Formula: C10H12BrF

Bromo-3-tert-butyl-5-fluorobenzene (323.2 g, 1.4 moles) was dissolved in THF (3.3 L) and cooled -10 C. iPrMgCl (2M solution in THF, 0.5 eq, 350 mL) was added over 20 min, followed by nBuLi (2.5M solution in hexanes, 1.0 eq, 560 mL) over two hours. DMF (4 eq, 450 mL) was added over one hour then stirred for 45 minutes and quenched with 3M HCl (1000 mL). The layers were separated and the aqueous fraction was diluted with water (1 L) and extracted with ethyl acetate (1 L). The organic fractions were combined and washed with water (2*2 L). The organic fraction was concentrated to provide an orange oil (252 g, quant), used directly in the next reaction.

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; Berthel, Steven; Firooznia, Fariborz; Fishlock, Daniel; Hong, Jun-Bae; Lou, Yan; Lucas, Matthew; Owens, Timothy D.; Sarma, Keshab; Sweeney, Zachary Kevin; Taygerly, Joshua Paul Gergely; US2010/222325; (2010); A1;,
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Application of 1786-36-3, 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 1786-36-3 as follows.

To a 4 mL vial, N-phenyl-N-(4-piperidyl)propanamide (25.6 mg, 0.11 mmol), K2CO3 (30 mg, 0.22 mmol), KI (9.4 mg, 0.06 mmol) were added with a magnetic stir bar. Acetonitrile (5 ml) was charged to the flask and then (2-bromo-l-fluoroethyl) benzene (37.1 mg, 0.18 mmol) was added. The reaction was allowed to stir at 115 C for 2 days. A sample aliquot was taken from the reaction, diluted with DCM in a microtube, and washed with half-saturated aq. Na2CCb. The organic layer was separated and analyzed by LCMS to confirm reaction completion. The reaction was concentrated under reduced pressure, and the crude material was dissolved in a minimal amount of DCM and dry loaded on celite. The celite/crude material was loaded onto a 10 g column which was connected to a l2 g Cl8 column and purified by reverse phase chromatography (12 g C18; 0-95% MeOH/water) to give S13 as a clear yellow oil (10 mg, 25%). 0.68; LC/MS tR = 1.42 min (Characterization Method A); m/z = 354.85 (M + H); NMR (300 MHz, CD2CI3) d = 7.46 – 7.27 (m, 8 H), 7.12 – 7.04 (m, 2 H), 5.69 – 5.44 (m, 1 H), 4.69 (tt, J = 4.0, 12.2 Hz, 1 H), 3.12 – 2.97 (m, 2 H), 2.87 (ddd, J = 9.3, 14.4, 17.2 Hz, 1 H), 2.64 – 2.43 (m, 1 H), 2.39 – 2.20 (m, 2 H), 1.93 (q, J = 7.4 Hz, 2 H), 1.86 – 1.74 (m, 2 H), 1.58 – 1.37 (m, 2 H), 1.02 (t, J = 7.5 Hz, 3 H).

According to the analysis of related databases, 1786-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MARQUETTE UNIVERSITY; DOCKENDORFF, Christopher; ROSAS, Ricardo, Jr.; (0 pag.)WO2020/6563; (2020); A1;,
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Adding a certain compound to certain chemical reactions, such as: 261723-28-8, name is (3-Bromo-2-fluorophenyl)methanamine, 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 261723-28-8, category: bromides-buliding-blocks

Example 58 1,1-Dimethylethyl[(3-bromo-2-fluorophenyl)methyl]carbamate To a suspension of [(3-bromo-2-fluorophenyl)methyl]amine (5.0 g, 20.3 mmol) and Na2CO3 (5.5 g, 51.9 mmol) in CH2Cl2 (100 mL), was added dropwise a solution of Boc2O (4.5 g, 20.6 mmol) in CH2Cl2 (10 ml). Then the reaction mixture was stirred overnight at room temperature. After filtration, the solid was washed with CH2Cl2 (50 mL*2), and then the filtrate was washed with water (70 mL*2), brine (70 mL*2) and dried over Na2SO4. After removing the solvent, 5.6 g of 1,1-dimethylethyl[(3-bromo-2-fluorophenyl)methyl]carbamate was obtained (yield: 94%).

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, (3-Bromo-2-fluorophenyl)methanamine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Glaxo Group Limited; US2009/203657; (2009); A1;,
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Application of 1435-54-7, A common heterocyclic compound, 1435-54-7, name is 1,3-Dibromo-2-fluorobenzene, molecular formula is C6H3Br2F, 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.

Scheme 4-1: In Step 1 the appropriately substituted dibromo species is coupled with an appropriate boronic acid as known in the art to form a mixture of biaryl and triaryl products fromwhich the desired biaryl compound is isolated. In Step 2 the appropriately substituted biaryl species is converted to the Grignard reagent with activated magnesium. In Step 3 the appropriately substituted aldehyde is treated with the previously prepared Grignard reagent to form an alcohol. In Step 4 the appropriately substituted alcohol is converted to a bromide as known in the art with carbon tetrabromide and triphenyl phosphine. In Step 5 the appropriately substituted bromide isconverted to the Grignard reagent with activated magnesium.

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; ACHILLION PHARMACEUTICALS, INC.; WILES, Jason, Allan; PHADKE, Avinash, S.; DESHPANDE, Milind; AGARWAL, Atul; CHEN, Dawei; GADHACHANDA, Venkat, Rao; HASHIMOTO, Akihiro; PAIS, Godwin; WANG, Qiuping; WANG, Xiangzhu; BARRISH, Joel, Charles; GREENLEE, William; EASTMAN, Kyle, J.; (0 pag.)WO2018/160889; (2018); 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. 5279-32-3, name is 5,6-Dibromobenzo[d][1,3]dioxole, A new synthetic method of this compound is introduced below., name: 5,6-Dibromobenzo[d][1,3]dioxole

Step 1 Preparation of 5-bromo-6-(4-fluorophenyl)-1,3-benzodioxole Under nitrogen, 1.1 g of Pd(PPh3)4 was added to a stirred solution of 10.4 g (37.2 mmol) of 5,6-dibromo-1,3-benzodioxole and 2.6 g (18.6 mmol) of 4-fluorophenylboronic acid in 100 mL of toluene, 60 mL of ethanol, and 40 mL of M Na2 CO3. After vigorous stirring at reflux overnight, the solvent was removed in vacuo. The residue was dissolved in ethyl acetate, washed with water, and dried over Na2 SO4. Purification by silica gel chromatography (Waters Prep-500A) with hexane as the eluent gave 3.9 g (71%) of 5-bromo-6 (4-fluorophenyl)-1,3-benzodioxole as a colorless solid: mp 86.0-87.5 C.; NMR (CDCl3) delta 6.02 (s, H), 6.77 (s, 1H), 7.04-7.13 (m, 3H), 7.28-7.35 (m, 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; G.D. Searle & Co.; US5739166; (1998); A;,
Bromide – Wikipedia,
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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. 959992-62-2, name is 6-Bromo-3,4-dihydro-2H-pyrido[3,2-b][1,4]oxazine belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Product Details of 959992-62-2

Step 5 To a solution of Compound (10) (2.50 g, 11.6 mmol) in dimethylformamide (20 mL), triethylamine (4.8 mL), 34.9 mmol) and phenylisocyanate (1.6 mL, 15.1 mmol) were added. The solution was then stirred at 25 C for 24 hours. Water (3.0 mL) was then added to the reaction solution. The precipitated powder was filtered, washed with water, and then dried to yield subject compound I-113 (3.4 g, 85%) as a pale brown powder.1H-NMR (DMSO-d6) delta11.92 (1H, s), 7.52-7.55 (2H, m), 7.34-7.40 (3H, m), 7.28 (1H, dd, J = 8.4 Hz, J = 1.5 Hz), 4.30 (2H, t, J = 4.8 Hz), 4.04 (2H, t, J = 4.8 Hz) LC/MS (Method A): 2.45 min, [M+H]+ = 334.0.

The synthetic route of 959992-62-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shionogi & Co., Ltd.; EP2341052; (2011); A1;,
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