Category: 75567-84-9

Electric Literature of 75567-84-9, A common heterocyclic compound, 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, molecular formula is C10H11BrO2, 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 a flask were added compound 50-6 (1.0 g, 3.5 mmol, the mixture of two trans isomers) , methyl 3- (4-bromophenyl) propionate (1.3 g, 5.3 mmol) , palladium acetate (100 mg, 0.445 mmol) , t-BuXPhos (300 mg, 0.63 mmol) , cesium carbonate (2.0 g, 6.1 mmol) and 1, 4-dioxane (10 mL) , the mixture was stirred at 90 for 3 hours and concentrated. The obtained residue was purified by silica gel column chromatography (PE/EA (V/V) = 1/1) to give the title compound as a white solid (1.0 g, 64%) . MS (ESI, pos. ion) m/z: 470.2 [M+Na] +.

The synthetic route of 75567-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (253 pag.)WO2019/76310; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, A new synthetic method of this compound is introduced below., SDS of cas: 75567-84-9

General procedure: Methyl 3-(4-bromophenyl)propanoate31 1 (1.0 equiv) and the appropriate commercially available (substituted-phenyl)boronic acid (1.5 equiv) were dissolved in a mixture of dioxane/EtOH (1:1) (concentration 1 mL/mmol) and 1 M aqueous NaHCO3 (2.0 equiv). To the solution, Pd(PPh3)4 (2.5 mol %) was added and the mixture was heated in the microwave at 100 C for 3 h, after which TLC showed full conversion. The reaction mixture was concentrated in vacuo, acidified to pH = 1 using 1 M HCl (aq), extracted with EtOAc, dried over MgSO4 and concentrated under reduced pressure. Purification by column chromatography eluting with CH2Cl2/Pet. ether (2:1) yielded the desired biphenyl esters as solids.

The synthetic route of 75567-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Van Veldhoven, Jacobus P.D.; Liu, Rongfang; Thee, Stephanie A.; Wouters, Yessica; Verhoork, Sanne J.M.; Mooiman, Christiaan; Louvel, Julien; Ijzerman, Adriaan P.; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 4013 – 4025;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, 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. name: Methyl 3-(4-bromophenyl)propanoate

To a 100 mL two-neck flask were added (R) -tert-butyl 3-oxohexahydroimidazo [1, 5-a] pyrazine-7 (1H) -carboxylate (228 mg, 0.95 mmol) , methyl 3- (4-bromophenyl) propionate (230 mg, 0.95 mmol) , tris (dibenzylideneacetone) dipalladium (87 mg, 0.095 mmol) , 2-di-tert-butylphosphino-2′, 4′, 6′-triisopropylbiphenyl (80 mg, 0.19 mmol) , cesium carbonate (0.62 g, 1.89 mmol) and 1, 4-dioxane (10 mL) . The mixture was stirred at 90 for 2 hours, and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 1/1) to give the title compound as a white solid (171 mg, 45%) . MS (ESI, pos. ion) m/z: 426.1 [M+Na] +.

The synthetic route of Methyl 3-(4-bromophenyl)propanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (253 pag.)WO2019/76310; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, A new synthetic method of this compound is introduced below., Product Details of 75567-84-9

According to the following scheme, electrochromic compound 8 was synthesized.The flask was charged with the above intermediate 2-1 (3.92 g, 10 mmol), methyl 3- (4-bromophenyl) propionate (4.86 g, 20 mmol), sodium tert-butoxide (3.84 g, 40 mmol), palladium (67 mg, 0.3 mmol), and tri-tert-butylphosphonium tetrafluoroborate (261 mg, 0.9 mmol), and after purging with argon gas, ortho-xylene (40 mL) degassed with argon gas was added, And the mixture was heated and stirred at 115 C. for 3 hours. The reaction solution was returned to room temperature and filtered through Celite. Next, the filtrate was concentrated and purified by silica gel column chromatography (stationary phase: neutral silica gel, mobile phase: toluene) to obtain Intermediate 8-1 as a pale yellow solid (yield 5.23 g , Yield 73%).

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; RICOH COMPANY LIMITED; GOTO, DAISUKE; SAGISAKA, TOSHIYA; YAMAMOTO, SATOSHI; KANEKO, FUMINARI; INOUE, MAMIKO; YASHIRO, TOHRU; YUTANI, KEIICHIRO; NAGAI, KAZUKIYO; SHIMADA, TOMOYUKI; SHINODA, MASATO; (45 pag.)JP2016/138067; (2016); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, This compound has unique chemical properties. The synthetic route is as follows., Quality Control of Methyl 3-(4-bromophenyl)propanoate

To a 8 mL sealed tube was added (1S,4S,5R)-5-[[l-cyclopropyl-4-(2,6-dichlorophenyl)- 1H-pyrazol-5-yl]methoxy]-2-azabicyclo[2.2.1]heptane 41g (150 mg, 0.40 mmol, 1.00 equiv.), a solution of methyl 3-(4-bromophenyl)propanoate (116 mg, 0.48 mmol, 1.20 equiv.) in toluene (3 mL), Ru-phos (38 mg, 0.08 mmol, 0.20 equiv.), Ru-phos-precatalyst (68 mg, 0.08 mmol, 0.20 equiv.), and Cs2CO3 (260 mg, 0.80 mmol, 2.00 equiv.). The resulting mixture was heated at 110C overnight. Upon cooling to room temperature, the mixture was diluted with EA (50 mL), washed successively with H2O (50 mL) and brine (50 mL), dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was purified by silica gel column chromatography eluting with ethyl acetate/petroleum ether (1 :3) to give methyl 3-[4-[(1S,4S,5R)-5-[[l- cyclopropyl-4-(2,6-dichlorophenyl)-1H-pyrazol-5-yl]methoxy]-2-azabicyclo[2.2.1]heptan-2- yl]phenyl]propanoate 43a (108 mg, 50%) as a colorless oil.

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 75567-84-9.

Reference:
Patent; ARDELYX, INC.; CHAO, Jianhua; (231 pag.)WO2019/55808; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 75567-84-9, A common heterocyclic compound, 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, molecular formula is C10H11BrO2, 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 a flask were added compound 50-6 (1.0 g, 3.5 mmol, the mixture of two trans isomers) , methyl 3- (4-bromophenyl) propionate (1.3 g, 5.3 mmol) , palladium acetate (100 mg, 0.445 mmol) , t-BuXPhos (300 mg, 0.63 mmol) , cesium carbonate (2.0 g, 6.1 mmol) and 1, 4-dioxane (10 mL) , the mixture was stirred at 90 for 3 hours and concentrated. The obtained residue was purified by silica gel column chromatography (PE/EA (V/V) = 1/1) to give the title compound as a white solid (1.0 g, 64%) . MS (ESI, pos. ion) m/z: 470.2 [M+Na] +.

The synthetic route of 75567-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (253 pag.)WO2019/76310; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, A new synthetic method of this compound is introduced below., Recommanded Product: 75567-84-9

General procedure: Methyl 3-(4-bromophenyl)propanoate31 1 (1.0 equiv) and the appropriate commercially available (substituted-phenyl)boronic acid (1.5 equiv) were dissolved in a mixture of dioxane/EtOH (1:1) (concentration 1 mL/mmol) and 1 M aqueous NaHCO3 (2.0 equiv). To the solution, Pd(PPh3)4 (2.5 mol %) was added and the mixture was heated in the microwave at 100 C for 3 h, after which TLC showed full conversion. The reaction mixture was concentrated in vacuo, acidified to pH = 1 using 1 M HCl (aq), extracted with EtOAc, dried over MgSO4 and concentrated under reduced pressure. Purification by column chromatography eluting with CH2Cl2/Pet. ether (2:1) yielded the desired biphenyl esters as solids.

The synthetic route of 75567-84-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Van Veldhoven, Jacobus P.D.; Liu, Rongfang; Thee, Stephanie A.; Wouters, Yessica; Verhoork, Sanne J.M.; Mooiman, Christiaan; Louvel, Julien; Ijzerman, Adriaan P.; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 4013 – 4025;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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 75567-84-9 as follows. Safety of Methyl 3-(4-bromophenyl)propanoate

General procedure: Methyl 3-(4-bromophenyl)propanoate31 1 (1.0 equiv) and the appropriate commercially available (substituted-phenyl)boronic acid (1.5 equiv) were dissolved in a mixture of dioxane/EtOH (1:1) (concentration 1 mL/mmol) and 1 M aqueous NaHCO3 (2.0 equiv). To the solution, Pd(PPh3)4 (2.5 mol %) was added and the mixture was heated in the microwave at 100 C for 3 h, after which TLC showed full conversion. The reaction mixture was concentrated in vacuo, acidified to pH = 1 using 1 M HCl (aq), extracted with EtOAc, dried over MgSO4 and concentrated under reduced pressure. Purification by column chromatography eluting with CH2Cl2/Pet. ether (2:1) yielded the desired biphenyl esters as solids.

According to the analysis of related databases, 75567-84-9, the application of this compound in the production field has become more and more popular.

Reference:
Article; Van Veldhoven, Jacobus P.D.; Liu, Rongfang; Thee, Stephanie A.; Wouters, Yessica; Verhoork, Sanne J.M.; Mooiman, Christiaan; Louvel, Julien; Ijzerman, Adriaan P.; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 4013 – 4025;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 75567-84-9, The chemical industry reduces the impact on the environment during synthesis 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, I believe this compound will play a more active role in future production and life.

(Example 65) 3-(4′-{[2-(tert-Butoxycarbonyl)-3-hydroxy-4-(trifluoromethyl)benzyl]oxy}-1,1′-biphenyl-4-yl)propanoic acid (Exemplification Compound No.: 1-67) According to a method similar to Example (31) and Example (17-4), from methyl 3-(4-bromophenyl)propionate (131 mg, 0.51 mmol) and tert-butyl 2-hydroxy-6-{[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenoxy]methyl}-3-(trifluoromethyl)benzoate (250 mg, 0.51 mmol) obtained in Example (22-4), the title compound was obtained as a colorless powder (26 mg, yield: 10%). 1H-NMR (400MHz, DMSO-d6): delta 12.09 (1H, br), 11.40 (1H, br), 7.79 (1H, d, J = 7.8 Hz), 7.58 (2H; d, J = 8.6 Hz), 7.50 (2H, d, J = 8.6 Hz), 7.28-7.24 (3H, m), 7.03 (2H, d, J = 8.6 Hz), 5.35 (2H, s), 2.83 (2H, t, J = 7.8 Hz), 2.55 (2H, t, J= 7.8 Hz), 1.56 (9H, s). MS (FAB+) (m/z): 516 (M+.).

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, Methyl 3-(4-bromophenyl)propanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Daiichi Sankyo Company, Limited; EP1806332; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 75567-84-9, name is Methyl 3-(4-bromophenyl)propanoate, 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. Safety of Methyl 3-(4-bromophenyl)propanoate

To a 100 mL two-neck flask were added (R) -tert-butyl 3-oxohexahydroimidazo [1, 5-a] pyrazine-7 (1H) -carboxylate (228 mg, 0.95 mmol) , methyl 3- (4-bromophenyl) propionate (230 mg, 0.95 mmol) , tris (dibenzylideneacetone) dipalladium (87 mg, 0.095 mmol) , 2-di-tert-butylphosphino-2′, 4′, 6′-triisopropylbiphenyl (80 mg, 0.19 mmol) , cesium carbonate (0.62 g, 1.89 mmol) and 1, 4-dioxane (10 mL) . The mixture was stirred at 90 for 2 hours, and concentrated in vacuo. The residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 1/1) to give the title compound as a white solid (171 mg, 45%) . MS (ESI, pos. ion) m/z: 426.1 [M+Na] +.

The synthetic route of Methyl 3-(4-bromophenyl)propanoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SUNSHINE LAKE PHARMA CO., LTD.; LIU, Xinchang; REN, Qingyun; YAN, Guanghua; GOLDMANN, Siegfried; ZHANG, Yingjun; (253 pag.)WO2019/76310; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics