Tag: M.W=200-300

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. 5414-19-7, name is 1-Bromo-2-(2-bromoethoxy)ethane, A new synthetic method of this compound is introduced below., Formula: C4H8Br2O

To a stirred solution of 3-amino-l-bromoisoquinoline (444 mg, 2.00 mmol) in anhydrous dimethylformamide (10 mL) was added sodium hydride (60%, unwashed, 96 mg, 2,4 mmol) in one portion. The mixture was stirred at 25C for 5 min before 2- bromoethyl ether (90%, 250 muL, 2.00 mmol) was added. The mixture was stirred further at 25C for 5 h and at 75 0C for 72 h before it was cooled to 25C} quenched with saturated ammonium chloride solution and diluted with ethyl acetate. The organic layer was separated, washed with water and brine, dried over Na2SO45 filtered and concentrated. Purification of the residue on silica gel elutmg with 0% to 70% ethyl acetate/hexanes afforded Cap- 143, step a as a yellow solid (180 mg, 31%). Rt = 1.75 min (Cond. MS-Wl); 90% homogenily index; LCMS: Anal. CaIc. for [M+H]+ C13H14BrN2O: 293.03; found: 293.04.

The synthetic route of 5414-19-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; LOPEZ, Omar D.; CHEN, Qi; BELEMA, Makonen; WO2010/138368; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 59557-91-4, 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. 59557-91-4, name is 4-Bromo-2-methoxyaniline belongs to ethers-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

STEP 2: tert-Butyl 7-(4,4,5,5-tetramethyl-l,3,2-dioxaborolan-2-yl)-2,3- dihydrobenzoxazepine-4(5H)-carboxylate (500 mg, 2.33 mmol), 4-bromo-2- methoxyaniline (296 mg, 1.47 mmol), potassium carbonate (737 mg, 5.34 mmol) and [l,r-bis(diphenylphosphino)ferrocene]dichloropalladium(II) (97.5 mg, 0.13 mmol) were heated at HO0C in DME (7 mL) and water (1 mL) over 48 h. The mixture was then cooled to room temperature and diluted with an excess of ethyl acetate and filtered through a bed of celite. The filtrate was partitioned with water and the organic phase washed with brine and dried over anhydrous sodium sulfate. The mixture was filtered and concentrated and the residue purified by silica chromatography using 85:15 hexanes: ethyl acetate as eluent to give 1,1-dimethylethyl 7-[4-amino-3- (methyloxy)phenyl]-2,3-dihydro-l,4-benzoxazepine-4(5H)-carboxylate (198 mg, 40%). MS (EI) C2IH26N2O4: 371 (MH+).

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

Reference:
Patent; EXELIXIS, INC.; ANAND, Neel, Kumar; BAIK, Tae-Gon; BLAZEY, Charles, M.; BUSSENIUS, Joerg; CURTIS, Jeffry, Kimo; DEFINA, Steven, Charles; DUBENKO, Larisa; HARRIS, Jason, R.; JACKSON-UGUETO, Eileen; JOSHI, Anagha; KIM, Angie, Inyoung; MANALO, Jean-Claire, Limun; PETO, Csaba, J.; RICE, Kenneth, D.; TSANG, Tsze, H.; WO2010/135568; (2010); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 5467-58-3, name is 1-Bromo-4-methoxynaphthalene, A new synthetic method of this compound is introduced below., Formula: C11H9BrO

The reaction route is as follows:250mL three-necked flask was added 2.66g (0.01mol)1,1-bis (4-aminophenyl) cyclohexane,10.65 g (0.045 mol) of 4-methoxy-1-bromonaphthalene,4.80 g (0.05 mol) sodium tert-butoxide,53g toluene.Nitrogen gas protection 0.09 g (4.0 × 10 -4 mol) of palladium acetate,0.462 g (8.0 × 10 -4 mol) Xantphos,The temperature was raised to 100 C to 108 C and refluxed for 10 hours.Completed the reaction,Add 50g water twice,Dried over anhydrous sodium sulfate,The solvent was removed under reduced pressure to give a tan solid.The above crude product was treated with THF,Ethanol (mass ratio of 3: 6) recrystallization,5.4g white powder was obtained,Yield: 60.5%.

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; CECEP Wanrun Co., Ltd.; Hu Zhenyu; Ren Huicai; Cao Yuan; Pang Maoyin; Chen Shuai; Tian Shaozhen; Wang Yonglei; Luo Wei; Hu Baohua; Meng Fanmin; (17 pag.)CN106565507; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

These common heterocyclic compound, 588-96-5, name is p-Bromophenetole, 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. Quality Control of p-Bromophenetole

A mixture of 4-bromophenetole (1.0 mmol), phenylboronic acid (1.2 mmol), organic solvents (6 mL), bases (2.0 mmol) and 0.5 mol % of catalyst was stirredat 80 C under air. After the reaction, the catalyst was separated by filtration. The filtrate was dried over Na2SO4 and filtered. The products were quantified by GC-MS analysis (Shimadzu GCMS-QP5050A equipped with a 0.25mm × 30 m DB-WAX capillary column). The typical GCMS analysis program was as follows: initial column temperature 100 C, hold 2 min, ramp temperature to 280 C at 15 C/min, and hold for 5 min.

The synthetic route of p-Bromophenetole has been constantly updated, and we look forward to future research findings.

Reference:
Article; Feng, Zhi-Qiang; Yang, Xiao-Li; Ye, Yuan-Feng; Hao, Lin-Yun; Bulletin of the Korean Chemical Society; vol. 35; 4; (2014); p. 1121 – 1127;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 332-48-9,Some common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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-(2-Bromoethoxy)-4-fluorobenzene (25.5 g (0.116 mol)) and N-ethylcyclohexylamine hydrochloride (28.5 g (0.174 mol)) were dissolved in ethanol (400 mL), and then potassium carbonate (48.7 g (0.35 mol)) and sodium iodide (44.1 g (0.232 mol)) were added to the solution. The mixture was stirred for 48 hours under heating at reflux, and the reaction mixture was returned to room temperature. The insoluble fraction was removed by filtration and the solvent was distilled away under reduced pressure. The residue was purified by a silica gel chromatography (petroleum ether: ethyl acetate = 6 : 1) and hydrogen chloride gas was passed into the resulting oil to precipitate a crystal, which was collected by filtration to obtain the target N-ethyl-N-[2-(4-fluorophenoxy)ethyl]cyclohexylamine hydrochloride (5.3 g, 17.6 mmol, yield 24%).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1-(2-Bromoethoxy)-4-fluorobenzene, its application will become more common.

Reference:
Patent; M’s Science Corporation; EP2357165; (2011); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Reference of 74137-36-3, 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 74137-36-3 as follows.

[0353] A 1.6 M solution of n-butyllithium in hexane (5.65 niL, 9.04 mmol) was dissolved in dry toluene (50 mL) under dry argon and cooled to -5°C. Then a 2M solution of n-butylmagnesium chloride (2.26 mL , 4.52 mmol) was added slowly with the temperature held below 0°C over a period of 15 min. Stirring was continued for 45 min at -5°C, followed by drop wise addition of a solution of l,3-dibromo-5-methoxy-benzene (3.00 g, 11.3 mmol) in toluene (30 mL) with the temperature held below 00C. The mixture was stirred for 45 min at -5°C. A solution of iodine chloride (1.83 g, 11.3 mmol) in methylene chloride (20 mL) was added in the described manner and stirring continued for additional 20 min at -5°C. The mixture was warmed to room temperature. Water (50 mL) and toluene (50 mL) were added and the layers were separated. The organic layer was washed with a saturated aqueous solution OfNa2S2O3 (2 x 30 mL), water and brine (30 mL). The organic layer was dried (MgSO4) and concentrated to give the crude product which was purified by flash chromatography on silica gel (100 g, AcOEt/heptane 1:9). l-Bromo-3-iodo-5- methoxy-benzene (2.12 g, 60 percent) was obtained as a yellow oil, which crystallized quickly upon standing.

According to the analysis of related databases, 74137-36-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; LOCUS PHARMACEUTICALS, INC.; WO2008/8059; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

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. 18800-30-1, name is 1-Bromo-4-(2-bromoethoxy)benzene, A new synthetic method of this compound is introduced below., COA of Formula: C8H8Br2O

In a 100 ml two-necked flask, 40 ml of DMF was added,4- (2-bromoethoxy) -bromobenzene (9.48 g, 47 mmol)Potassium phthalimide (10.47 g, 56 mmol) was reacted at 90 C for 2 h.After the reaction, DMF was removed by steaming and then extracted three times with chloroform to combine the organic phase,Add the appropriate amount of anhydrous MgSO4, standing for half an hour. The MgSO4 was removed by filtration,The chloroform was removed by rotary distillation and purified by column chromatography (dichloromethane as eluent) to give a white solid,Yield 85%.

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; Nanjing Tech University; Gao Deqing; Pan Zhenhuan; Tong Tong; Li Bobo; Liu Minglun; Huang Wei; (9 pag.)CN106518691; (2017); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Application of 27060-75-9,Some common heterocyclic compound, 27060-75-9, name is 1-Bromo-4-methoxy-2-methylbenzene, molecular formula is C8H9BrO, 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.

Preparation process: Select a 100ml round bottom flask, add substrate 4-1 (1eq.),Tetrakis (triphenylphosphine) palladium (5%) and solvent ethylene glycol dimethyl ether to water 2: 1 (0.1M), after stirring at room temperature for twenty minutes,Add 2,4,6-trimethylphenylboronic acid (1.1 eq.) And sodium carbonate (3 eq.) And heat to 90 C for 36 h under reflux.Cool to room temperature, extract 3 times with ethyl acetate, collect the organic phase, dry over anhydrous sodium sulfate, spin-dry column chromatography, and use petroleum ether to ethyl acetate 40: 1 as eluent.A pale yellow solid was obtained with a yield of 86%.

The synthetic route of 27060-75-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanjing Jianuolin Optoelectric Technology Co., Ltd.; Hang Xiaochun; Yin Junli; Liu Ruqing; (57 pag.)CN110615787; (2019); A;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 1462-37-9, The chemical industry reduces the impact on the environment during synthesis 1462-37-9, name is ((2-Bromoethoxy)methyl)benzene, I believe this compound will play a more active role in future production and life.

Methyl 1-(2-(benzyloxy)ethyl)-2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate To a suspension of NaH (14 mg of 60percent dispersion in mineral oil, 0.354 mmol) in DMF (2 mL), methyl 2-(2-(benzyloxy)pyridin-3-yl)-3-cyclohexyl-1H-indole-6-carboxylate (130 mg, 0.295 mmol) was added and the reaction mixture was stirred at rt for 15 min. Benzyl 2-bromoethyl ether (0.052 mL, 0.325 mmol) was then added, and the reaction mixture was stirred at rt overnight before being quenched by the addition of water. The resultant mixture was extracted with ethyl acetate (2*20 mL) and the organic layers were combined, washed with 1N HCl solution, and then dried (MgSO4), filtered and concentrated under vacuum. The residue was then purified by Prep. reverse phase HPLC to give the title compound as light yellow solid (83.5 mg, 49percent yield). MS m/z 575(MH+); 1H NMR (500 MHz, CDCl3) delta ppm 1.21-1.31 (m, 3 H) 1.69-1.90 (m, 7 H) 2.53 (m, 1 H) 3.65 (m, 1 H) 3.72 (m, 1 H) 3.92 (s, 3 H) 4.17 (m, 1 H) 4.27 (m, 1 H) 4.32 (s, 2 H) 5.21 (s, 2 H) 6.18 (t, J=6.87 Hz, 1 H) 7.07-7.12 (m, 2 H) 7.21-7.36 (m, 9 H) 7.41 (dd, J=6.71, 2.14 Hz, 1 H) 7.74 (dd, J=8.54, 1.22 Hz 1 H) 7.78 (m, J=8.55 Hz, 1 H) 8.12 (s, 1 H).

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-Bromoethoxy)methyl)benzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Hudyma, Thomas W.; Zheng, Xiaofan; He, Feng; Ding, Min; Bergstrom, Carl P.; Hewawasam, Piyasena; Martin, Scott W.; Gentles, Robert G.; US2006/46983; (2006); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem

Related Products of 332-48-9, A common heterocyclic compound, 332-48-9, name is 1-(2-Bromoethoxy)-4-fluorobenzene, molecular formula is C8H8BrFO, 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.

b) 2-({4-Bromo-1-[2-(4-fluoro-phenoxy)-ethoxy]-naphthalene-2-carbonyl}-amino)-2- methyl-propionic acid methyl esterTo 90 mg cesium carbonate and 92 mg 2-[(4-bromo-1-hydroxy-naphthalene-2- carbonyl)-amino]-2-methyl-propionic acid methyl ester in 1 ml abs. DMF 60 mg 4- fluorophenoxyethylbromide was added. After 16 h at room temperature the reaction was poured unto ice-water and extracted with ethyl acetate twice. The combined organic layers were washed with brine, dried over magnesium sulphate and concentrated in vacuo. After purification by RP-HPLC 61 mg of 2-({4-Bromo-1-[2-(4- fluoro-phenoxy)-ethoxy]-naphthalene-2-carbonyl}-amino)-2-methyl-propionic acid methyl ester were obtained. _ _ _ . . _ – – c24H23BrFNO5 (504.36), LCMS (ESI): 504.05, 506.05 (MH+, bromo-pattern).

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; SANOFI-AVENTIS; WO2008/409; (2008); A1;,
Ether – Wikipedia,
Ether | (C2H5)2O – PubChem