Category: ethers-buliding-blocks

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. 866633-25-2, name is 2-Bromo-4-fluoro-1-(trifluoromethoxy)benzene, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C7H3BrF4O

Preparation 18 r2-(Trifluoromethoxy)-5-fluorophenyllboronic acid A solution of isopropylmagnesium bromide (2M solution in tetrahydrofuran) (83 ml, 0.166 mol) was added drop-wise to a stirred solution of 2-(trifluoromethoxy)-5-fluoro- 1-bromobenzene (Preparation 17, 27.6 g, 0.107 mol) in anhydrous tetrahydrofuran (125 ml) at -1 O0C under an atmosphere of nitrogen. The resulting mixture was stirred at room temperature for 2 hours. Triisopropyl borate (26.1 g, 0.139 mol) was then added drop-wise at -100C and the resulting mixture was stirred at room temperature for 16 hours. Hydrochloric acid (1 N aqueous solution) (100 ml) was added drop-wise at O0C and the mixture stirred at room temperature for 30 minutes. Ethyl acetate (150 ml) was added and the layers were separated, the aqueous layer was further extracted with ethyl acetate (2 x 150 ml). The organic extracts were combined and concentrated in vacuo. The residue was dissolved in potassium hydroxide (10% aqueous solution) (50 ml) and extracted with diethyl ether (2 x 150 ml). The separated aqueous layer was acidified to pH~4 by addition of hydrochloric acid (1 N aqueous solution) (100 ml) and extracted with ethyl acetate (3 x 150 ml). The combined organic extracts were dried over anhydrous Na2SO4, filtered and evaporated in vacuo to give an off white solid. Purification by preparative HPLC gave the title compound as an off white solid (5.82 g, 24%).1HNMR (de-DMSO): 7.23-7.32 (m, 3H), 7.53-7.55 (m, 1 H), 8.36 (br s, 1 H).MS m/z 223 [MH]-

According to the analysis of related databases, 866633-25-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PFIZER LIMITED; WO2008/135830; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 41566-77-2, A common heterocyclic compound, 41566-77-2, name is 5-Methoxy-2,3-dihydro-1H-inden-1-amine hydrochloride, molecular formula is C10H14ClNO, 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.

To the solution of 5-methoxy-indan-1-ylamine hydrochloride (92 mg, 0.46 mmol) and (3- cyclopropyl-1 ,4-dimethyl-1 H-pyrazolo[3,4-b]pyridin-6-yloxy)-acetic acid (buildingblock A7, 120 mg, 0.46 mmol) in DMF (6 ml) were added DIPEA (0.24 ml, 1.38 mmol) and HATU (210 mg, 0.55 mmol) and the reaction was stirred at rt for 30 min. The mixture was diluted with EtOAc, washed with aqueous bicarbonate solution and brine, dried over sodium sulfate, and the solvents were evaporated under reduced pressure. Purification by preparative HPLC (Gilson GX-281 , Waters Sunfire C18, 5muetaeta, 30 x 100 mm with guard column 19 x 10 mm, solvent A: water with 0.1% TFA, solvent B: acetonitrile, gradient 40-60% B in 15 min, flow reate 50 ml/min) gave the title compound as colorless solid (140 mg, 75%). [1 H-NMR (DMSO-de, 600 MHz) delta 8.40 (d, 1 H), 7.02 (d, 1 H), 6.81 (s, 1 H), 6.68 (d, 1 H), 6.48 (s, 1 H), 5.26 (dd, 1 H), 4.80 (s, 2H), 3.76 (s, 3H), 3.71 (s, 3H), 2.91-2.88 (m, 1 H), 2.78-2.73 (m, 1 H), 2.66 (s, 3H), 2.38-2.33 (m, 1 H), 2.28-2.24 (m, 1 H), 1.89-1.82 (m, 1 H), 0.92-0.85 (m, 4H); LCMS RtH = 3.095 min; [M+H]+ = 407.2]

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; NOVARTIS AG; BADIGER, Sangamesch; BEHNKE, Dirk; BETSCHART, Claudia; CHAUDHARI, Vinod; CHEBROLU, Murali; COSTESTA, Simona; HINTERMANN, Samuel; MEYER, Arndt; PANDIT, Chetan; WO2011/76744; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 4342-43-2,Some common heterocyclic compound, 4342-43-2, name is 2-Methoxycyclohexanamine, molecular formula is C7H15NO, 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.

EXAMPLE 64 To methylene chloride (50 ml) are added 4-(1-methyl-1,2,3,4-tetrazol-5yl)thio-butyric acid (45 mmole) and N-methylmorpholine (50 mmole). To the mixture is added dropwise with stirring methyl chloroformate (50 mmole) with keeping the inner temperature at 10-20 C. by ice-cooling, and thereafter, the mixture is stirred at room temperature for 30 minutes. To the mixture is added 2-methoxycyclohexylamine (54 mmole), and the mixture is stirred at the same temperature for 4 hours. After the reaction, water is added to the reaction mixture. The organic layer is separated and washed with dilute aqueous sodium hydroxide solution, diluted hydrochloric acid and water in order, and dried over sodium sulfate. Inorganic materials are filtered off, and the mother liquor is concentrated. The resulting residue is subjected to column chromatograpy (Wakogel C-200, eluding solvent, benzene_chloroform=4:1, V/V) to isolate N-(4-methoxycyclohexyl)-4-(1-methyl-1,2,3,4-tetrazol-5-yl)thio-butyramide (yield: 43%), colorless liquid, nD11 =1.5263. Elementary analysis for C13 H23 N5 O2 S: Calcd. (%): C,52.50; H,7.79; N,23.55 Found (%): C,52.56; H,7.71; N,23.63

The synthetic route of 4342-43-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Otsuka Pharmaceutical Company, Limited; US4540703; (1985); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Electric Literature of 88149-49-9, 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. 88149-49-9, name is 2,6-Dibromo-4-(trifluoromethoxy)aniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

The acid chloride reaction is completed, and 90.5 g (0.27 mol) of 2,6-dibromo-4-trifluoromethoxyaniline is added to the reaction vessel. Add catalyst 2 g of zinc chloride (0.015 mol) and benzoyl peroxide 2.5g (0.01mol), Rinse at 90 ° C for 4 h, The amidation incubation reaction is carried out. (3) Post-treatment: After the amidation reaction was completed, 80 mL of toluene was removed under reduced pressure, 100 mL of water was added, and 20 mL of toluene was removed under reduced pressure, and the temperature was lowered to 40 ° C. Filtration to obtain 124.9 g of solid thiazolamide. The purity was 96.7percent, and the yield was 91.5percent.

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, 2,6-Dibromo-4-(trifluoromethoxy)aniline, other downstream synthetic routes, hurry up and to see.

Application of 1236000-51-3,Some common heterocyclic compound, 1236000-51-3, name is N-Methyl-1-(4-(trifluoromethoxy)phenyl)methanamine hydrochloride, molecular formula is C9H11ClF3NO, 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.

Intermediate 29 5-bromo-N-methyI-N-({4-[(trifluoromethyl)oxy]phenyl}methyl)-1-benzothiophene-2-carboxamide. In a round bottom flask under argon atmosphere were placed 0.3 g of 5-bromo-1- benzothiophene-2-carboxylic acid, 0.459 g of TOTU (O-[(ethoxycarbonyl)cyanomethyl- enamino]-/V,/V,/V,/V-tetramethyluronium tetrafluoroborate) and 0.423 g of Intermediate 1 in12 ml of CH2CI2. The mixture was cooled to 0 0C and 0.49 ml of Et3N were added. The reaction mixture was stirred overnight at room temperature, then diluted with CH2CI2, washed with 1 N NaOH and brine, dried over Na2SO4, filtered and concentrated to dryness under vacuum. The residue was purified by chromatography on silica gel eluting withEtOAc-Hex 10:90 to 20:80 to afford 0.471 mg (91%) of the titled compound as a pale yellow oil.1H NMR (delta, ppm, DMSO-d6-80C): 8.11 (s, 1 H); 7.94 (d, 1 H); 7.73 (s, 1 H); 7.55 (dd, 1 H);7.42 (d, 2H); 7.33 (d, 2H); 4.75 (s, 2H); 3.12 (s, 3H). [ES MS] m/z: 445 (MH+).

The synthetic route of 1236000-51-3 has been constantly updated, and we look forward to future research findings.

Synthetic Route of 2106-18-5, These common heterocyclic compound, 2106-18-5, name is 2-(Trifluoromethoxy)fluorobenzene, 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.

Example 20: 4-[2-FLUORO-3-(TRIFLUOROMETHOXY)PHENYL]-1-PROPYLPIPERIDIN-4-OL To a solution of 1-fluoro-2-(trifluoromethoxy)benzene (1.22 g, 6.77 mmol) in dry tetrahydrofurane (30 ml) at-78 C, under nitrogen, lithium diisopropylamide (2.5 M in hexane, 3.0 ml, 7.45 mmol) was added dropwise. The mixture was stirred for 1 h after which a solution of newly distilled 4-propyl-1-piperidone (0.96 g, 6.77 mmol) in dry tetrahydrofuran (20 ml) was added drop wise. The resulting mixture was stirred at-78 C for 30 min and then brought to ambient temperature. Water (100 ml) was added and the mixture was extracted with ethylacetate (3×100 ml). The combined organic phases was dried (MgS04), filtered and evaporated to dryness. The oily residue was purified by flash column chromatography (ethylacetate/methanol, 1: 1) to give the title compound (0.83 g). MS m/z (rel. intensity, 70 eV) 321 (M+, 5), 293 (14), 292 (bp), 274 (25), 207 (10).

Statistics shows that 2-(Trifluoromethoxy)fluorobenzene is playing an increasingly important role. we look forward to future research findings about 2106-18-5.

Related Products of 1682-04-8, 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. 1682-04-8, name is 1-Bromo-2,3,5,6-tetrafluoro-4-methoxybenzene, This compound has unique chemical properties. The synthetic route is as follows.

To a 200 mL flask which had been sufficiently dried under argon atmosphere, 30 mL of anhydrous pentane and 25.9 g (0.10 mol) of 4-bromo-2,3,5,6-tetrafluoroanisole were added and the mixture was cooled to -78 C. in a dry ice/acetone bath. Dropped thereto over 50 minutes was 61.2 mL of 1.6 mol/L n-butyl lithium hexane solution and the thus obtained mixture was subsequently stirred for 5 hours at -78 C. Thereto dropped over 30 minutes was 24.5 mL of 1 mol/L boron trichloride/hexane solution. The thus obtained reaction solution was stirred while being restored to room temperature, followed by further stirring for 12 hours after the reaction solution was restored to room temperature. To this reaction solution, 80 mL of water was slowly added to hydrolyze the reaction mixture and the formed crystals were collected, which were then washed with 80 mL of hexane and 80 mL of water to obtain 12.2 g of tetrakis(2,3,5,6-tetrafluoro-4-methoxyphenyl) lithium borate having an HPLC purity of 98.1% (Yield: 68%). The thus obtained product was subjected to measurements by 1H-NMR (heavy methanol solvent) and MALDI TOF-MS to confirm that it was the desired product.(0180)(Measurement Results)(0181)1H-NMR (shift; ppm: multiplicity: number of protons)(0182)(3.8: s: 12)(0183)MALDI TOF-MS (m/z)(0184)mass: 727.21 (Theoretical value: 727.19)

The chemical industry reduces the impact on the environment during synthesis 1-Bromo-2,3,5,6-tetrafluoro-4-methoxybenzene. I believe this compound will play a more active role in future production and life.

Synthetic Route of 151414-47-0, 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. 151414-47-0, name is 2,6-Difluoro-4-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5-Bromo-4-(2-chloro-4-fluorophenyl)-l,3-dimethyl-lH-pyrazole (i.e. the product of Step B) (0.20 g, 0.66 mmol), palladium(II) acetate (15 mg, 0.066 mmol), 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene (76 mg, 0.13 mmol) and powdered potassium carbonate (1.8 g, 13 mmol) were combined in anhydrous 1,4-dioxane (3 mL), and the mixture was sparged with a subsurface stream of N2 gas for 10 min. 2,6-Difluoro- 4-methoxyaniline (0.22 g, 1.3 mmol) was added in one portion, and the reaction mixture was heated at reflux for 22 h. The reaction mixture was filtered through Celite diatomaceous filter aid, and the filter pad was washed with ethyl acetate (20 mL). The filtrate was washed with water (10 mL) and brine (10 mL), dried over MgSOz}, and concentrated to leave a semisolid residue. This residue was purified by column chromatography through 5 g of silica gel eluted with a gradient of hexanes/ethyl acetate (20: 1 to 1 :3) to give the title compound as a light-brown solid (48 mg).lU NMR delta 7.0-7.1 (m, 2H), 6.85 (m, 1H), 6.26 (m, 2H), 4.84 (br s, 1H), 3.78 (s, 3H), 3.66 (s, 3H), 2.08 (s, 3H). MS: 382 amu (AP+).

The synthetic route of 2,6-Difluoro-4-methoxyaniline has been constantly updated, and we look forward to future research findings.

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. 88149-49-9, name is 2,6-Dibromo-4-(trifluoromethoxy)aniline, A new synthetic method of this compound is introduced below., Recommanded Product: 88149-49-9

Step one: 0.237 mol,52.63 g of 2-methyl-4-trifluoromethyl-5-thiazolecarboxylic acid(content 95percent)With 0.261 mol,89.2 g of 2,6-dibromo-4-trifluoromethoxyaniline (content 98percent)As for a certain amount of acetonitrile,Warm up to 55°C,Stir for about 0.5 h;Step two:A 0.261 mol catalyst was slowly added dropwise to the above reactants.40 g phosphorus oxychloride,After the addition,Warming to reflux,Insulation reflux reaction,The control was almost complete,The reaction time is about 8 h;Step 3:The above product is lowered to room temperature,Slowly drip it into a certain amount of crushed ice.Then stir for 0.5 h,The target product thiadiamide is obtained.Filter and dry, weigh:112.2 g detected purity: 94.3percent, yield: 84.6percent.

The synthetic route of 88149-49-9 has been constantly updated, and we look forward to future research findings.

Electric Literature of 399-54-2, 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. 399-54-2 name is 4-Fluoro-1-methoxy-2-methylbenzene, 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 5 (not according to the invention) 56 g of 2-methyl-4-fluoro-methoxy-benzene were introduced into 150 ml of dichloromethane at 10 C. and 85 g of nitrating acid (HNO3 content 33%) were added dropwise in 30 minutes. The mixture was then stirred for 1 hour at 10 C. and 1 hour at 20 C. The reaction mixture was subsequently poured onto ice, extracted using dichloromethane, and the organic phase was separated off and distilled. The product passing over at 130 to 132 C. at 20 mbar was collected and filtered off with suction after stirring with 50 ml of n-hexane. 26 g of 2-methyl-3-nitro-4-fluoro-methoxy-benzene having a melting point of 38 to 40 C. were obtained.

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