Category: 450-88-4

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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Safety of 1-Bromo-4-fluoro-2-methoxybenzene

To tert-butyl (R)-3-methylpiperazine-1 -carboxylate (5.37 g, 26.8 mmol) and 1 – bromo-4-fluoro-2-methoxybenzene (5.00 g, 24.4 mmol) in toluene (50 ml.) was added sodium tert-butoxide (4.69 g, 48.8 mmol) followed by BrettPhos palladacycle G3 (66.4 mg, 0.0732 mmol). The mixture was sealed under nitrogen and stirred at 100 C and after 1 h the mixture was cooled to ambient temp, diluted with ethyl acetate and water. The organic layer was dried with sodium sulfate, filtered, and concentrated. Crude product was purified by column chromatography (0-40%, ethyl acetate/hexanes) to provide the product. MS(EI) for C; /H:FN;.C. found 325 [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 450-88-4.

Reference:
Patent; KEZAR LIFE SCIENCES; JOHNSON, Henry; (166 pag.)WO2019/178510; (2019); A1;,
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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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows., Application In Synthesis of 1-Bromo-4-fluoro-2-methoxybenzene

A total of 716 mg of aluminium chloride was suspended in 24.4 ml of dichloromethane and was then mixed with 0.65 ml of 3-fluorobenzoyl chloride and 1 g of 1-bromo-4-fluoro-2-methoxy-benzene obtained in Production Example II-1-a under stirring at -60C. The mixture was raised in temperature to room temperature over 2.5 hours and was stirred for further 3 hours. Water was added to the reaction mixture under ice-cooling, followed by extracting with diethyl ether. The resulting organic layer was washed with saturated aqueous sodium hydrogencarbonate solution and brine, dried over magnesium sulfate and the solvent was evaporated. The residue was purified and separated by silica gel column chromatography (ethyl acetate:hexane = 1:10), to give 856 mg of the title compound as white crystals.1H-NMR ( 400 MHz, CDCl3 ) d 3.98 ( 3H, s ), 6.69 ( 1H, d, J = 11.6 Hz ), 7.27 – 7.58 ( 4H, m ), 7.83 ( 1H, d, J = 7.2 Hz )

According to the analysis of related databases, 450-88-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Eisai Co., Ltd.; EP1380576; (2004); 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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., Recommanded Product: 1-Bromo-4-fluoro-2-methoxybenzene

A solution of dry diisopropylamine (10 g, 99 mmol) in dry THFunder nitrogen was cooled with a -78 C bath, n-butyl lithium (2.50 M in hexane, 40 mL, 99 mmol) was added andthe solution was stirred at -78 C for 20 minutes. 1-Bromo-4-fluoro-2-methoxybenzene (17.0 g, 82.5 mmol) wasadded. After stirring at -78 C for 2 hours, the solution was bubbled with CO2 and then warmed to 0 C. Then 1 NHCl was added until pH=3-4 and the mixtue was extracted with AcOEt. The combined organic layers were washedwith brine, dried over anhydrous sodium sulphate and concentrated to afford 3-bromo-6-fluoro-2-methoxybenzoicacid.

The synthetic route of 450-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Merck Sharp & Dohme Corp.; PASTERNAK, Alexander; BLIZZARD, Timothy; CHOBANIAN, Harry; DE JESUS, Reynalda; DING, Fa-Xiang; DONG, Shuzhi; GUDE, Candido; KIM, Dooseop; TANG, Haifeng; WALSH, Shawn; PIO, Barbara; JIANG, Jinlong; (128 pag.)EP2744499; (2016); B1;,
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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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-4-fluoro-2-methoxybenzene

10504] Under a nitrogen atmosphere, into a reaction vessel equipped with a dropping flannel were added 1.00 g of 2-bromo-5-fluoroanisole and 20 mE of tetrahydrofuran. The resultant solution was cooled down to -78 C., then, 3.0 mE of n-butyllithium (1.62 Mlhexane solution) was dropped. The resultant mixture was stirred at the same temperature for 3 hours, then, a solution obtained by dissolving 1.00 g of chlorodicyclopentylphosphine in 13 ml of tetrahydroffiran was dropped at -78 C. The resultant mixture was stirred at room temperature for 3 hours. The resultant reaction mixture was concentrated, to obtain 1.75 g of a mixture in the form of viscous liquid containing dicyclopentyl(4-fluoro-2-methox- yphenyl)phosphine.

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; Sumitomo Chemical Company, Limited; ODA, Seiji; KAMIKAWA, Takashi; US2015/322101; (2015); A1;,
Ether – Wikipedia,
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Electric Literature of 450-88-4, These common heterocyclic compound, 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, 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.

The solution of anisole of formula 2 (Scheme 6) (61 .5 g, 0.3 mol) in 1 ,2-dichloroethane (DCE) (600 mL) was cooled to -10 C and AICI3 was added in portions, maintaining the temperature below 2 C. The solution was then cooled to -5 C and acetyl chloride (56 mL, 0.79 mol) was added dropwise maintaining the internal temperature below 5 C. The reaction mixture was aged for 1 hour at 0 C. At this time HPLC showed no more starting material. The reaction mixture was quenched into ice (600 g) at a rate such that the internal temperature remained below 20 C. The resulting mixture was extracted with EtOAc (400 mL) and the organic phase then washed with 1 HCL (400 mL), saturated NaHC03 (400 mL) and brine (200 mL), dried over Na2S0 and filtered. The solvent was removed under reduced pressure to give acetophenon of formula 3 (Scheme 6) as a white solid (74.0 g, 100%): mp 1 13-1 17 C; H NMR (CDCI3) 5 2.59 (d, J = 5.1 Hz, 3H), 3.95 (s, 3H), 6.64 (d, J = 12.5 Hz, 1 H), 8.13 (d, J = 7.9 Hz, 1 H).

The synthetic route of 450-88-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; LEK PHARMACEUTICALS D.D.; HUMLJAN, Jan; MARAS, Nenad; WO2013/91696; (2013); A1;,
Ether – Wikipedia,
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These common heterocyclic compound, 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, 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. SDS of cas: 450-88-4

Intermediate [Example Int15.101 -bromo-2-methoxy-4-(methylsulfanyl)benzeneTo a stirred solution of 1 -bromo-4-fluoro-2-methoxybenzene (4.0 mg) in DMF (40 mL) was added sodium methanethiolate (2.76 g). The mixture was stirred at room temperature for 30 minutes and at 85 C for 2 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 280 mg of the title compound.1 H-NMR (400MHz, DMSO-d6): delta [ppm]= 2.46 (s, 3H), 3.82 (s, 3H), 6.74 (dd, 1 H), 6.91 (d, 1 H), 7.44 (d, 1 H).

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

Reference:
Patent; BAYER SCHERING PHARMA AKTIENGESELLSCHAFT; KOPPITZ, Marcus; SCHULZE, Volker; KOSEMUND, Dirk; SCHIROK, Hartmut; BADER, Benjamin; LIENAU, Philipp; MARQUARDT, Tobias; WEGSCHEIDT-GERLACH, Christof; SIEMEISTER, Gerhard; PRECHTL, Stefan; WENGNER, Antje; BOeMER, Ulf; WO2011/64328; (2011); A1;,
Ether – Wikipedia,
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Electric Literature of 450-88-4, As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 450-88-4 name is 1-Bromo-4-fluoro-2-methoxybenzene, This compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below.

EXAMPLE 1; Preparation of 5-(1,3-dihydroisoindol-2-ylcarbonyl)-3-(3-methylbenzyl)-6-hydroxy-1H-indazole (?A1?); 1.1; 12 ml of dichloromethane are added to 3.25 g of aluminium chloride under argon, and the mixture is cooled to -55 C. with stirring. A solution of 2.5 g of 2-bromo-5-fluoroanisole and 2.47 g of m-tolylacetyl chloride in 8 ml of dichloromethane is added dropwise at this temperature. The mixture is stirred for a further 10 minutes, allowed to warm slowly to 0 C. and subsequently hydrolysed using 1N HCl. The mixture is stirred for a further 15 minutes, diluted with dichloromethane and subjected to conventional work-up. The residue obtained is digested with petroleum ether/diethyl:ether (8:2), filtered off with suction and rinsed with petroleum ether. Drying gives 1.85 g of ?1a?

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 1-Bromo-4-fluoro-2-methoxybenzene, and friends who are interested can also refer to it.

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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., category: ethers-buliding-blocks

To a stirred solution of 1 -bromo-4-fluoro-2-methoxybenzene (4.0 g) in DMF (40 mL) was added sodium methanethiolate (2.76 g). The mixture was stirred at room temperature for 30 minutes and at 85 C for 2 h. Water was added and the mixture was extracted with ethyl acetate. The organic phase was washed with saturated sodium chloride solution, dried (sodium sulfate) and the solvent was removed in vacuum. Silica gel chromatography gave 280 mg of the title compound.1H-NMR (400MHz, DMSO-d6): delta [ppm] = 2.46 (s, 3H), 3.82 (s, 3H), 6.74 (dd, 1 H), 6.91 (d, 1 H), 7.44 (d, 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.

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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, A new synthetic method of this compound is introduced below., Safety of 1-Bromo-4-fluoro-2-methoxybenzene

A mixture of 1 -bromo-4-fluoro-2-methoxybenzene (CAS No. [450-88-4]; 10.0 g, 48.8 mmol) in concentrated sulfuric acid (50 mL) was cooled to 0 C and treated dropwise with a freshly prepared mixture of fuming nitric acid (1.05 eq., 2.1 mL, 51 mmol) and concentrated sulfuric acid (1.85 eq., 4.8 mL, 90 mmol). The reaction mixture was stirred at 0 C for 30 minutes and poured in small portions on ice water. The formed precipitate was filtered off, washed with cold water and kept. The filtrate was extracted with ethyl acetate and the organic layer combined with the isolated precipitation. The organic layer was dried with sodium sulfate and concentrated in vacuo. The obtained material was purified by flash chromatography (SiO2-hexane/ ethyl acetate) to give the title compound (5.88 g, 44%). (0555) 1H-NMR (400MHz, DMSO-d6): [ppm] = 4.00 (s, 3H), 7.44 (d, 1 H), 8.40 (d, 1 H).UPLC- MS (ESI-): [M – H]- = 248/250; Rt = 1.17 min (Br isotope pattern; Method E).

The synthetic route of 450-88-4 has been constantly updated, and we look forward to future research findings.

Application of 450-88-4, 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. 450-88-4, name is 1-Bromo-4-fluoro-2-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

Diisopropylamine (9.6 mL, 69 mmol) was dissolved in THF (100 mL) under nitrogen atmosphere. The solution was cooled to -78 C, and n-BuLi (21.6 mL, 2.5M in hexanes) was added over 10 mm. The resulting solution was stirred at -78 C for an additional 20 mm. Then, a solution of 1-bromo-4-fluoro-2-methoxybenzene (10 g, 49 mmol) in THF (20 mL) was added dropwise over 15 mm. The mixture was stirred at -78 C for 1 hour. DMF (4.2 mL, 54 mmol) was added dropwise over 5 mm, and the reaction mixture was stirred at -78 C for another 45 mm. Saturated aqueous NH4Cl (50 mL) was added, and the mixture was allowed to warm to room temperature and then diluted with Et20 (200 mL) and 2N HCl (100 mL). The organic layer was separated, and the aqueous layer was extracted with Et2O (2×50 mL). The combined organics were washed with brine (50 mL), dried (Na2SO4), concentrated in vacuo and purified by column chromatography on silica gel (1:50 EA/PE) to afford the title compound as a yellow solid (9.7 g). 1H NMR (400 MHz, CDCl3): oe 10.35 (s, 1H), 7.77-7.74 (m, 1H), 6.92-6.87 (m, 1H), 3.97 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-4-fluoro-2-methoxybenzene. I believe this compound will play a more active role in future production and life.

Reference:
Patent; SERAGON PHARMACEUTICALS, INC.; SMITH, Nicholas, D.; GOVEK, Steven, P.; KAHRAMAN, Mehmet; JULIEN, Jackaline, D.; NAGASAWA, Johnny, Y.; DOUGLAS, Karensa, L.; BONNEFOUS, Celine; LAI, Andiliy, G.; WO2013/142266; (2013); A1;,
Ether – Wikipedia,
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