Category: 5445-17-0

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. 5445-17-0, name is Methyl 2-bromopropanoate, A new synthetic method of this compound is introduced below., Formula: C4H7BrO2

To a solution of E/Z mixture (5:1) of 2-propenylphenol (2.0 g, 14.9 mmol) in anhydrous DMF (30 mL) was added K2CO3 (2.68 g, 19.37 mmol) at 0 C. After stirring for 30 min at room temperature, methyl 2-bromopropionate (2.5 mL, 22.36 mmol) was added drop-wisely to the reaction mixture with a syringe. The reaction mixture was stirred for 10 h at room temperature, and poured into water (100 mL). The organic compounds were extracted with EtOAc (3 x 50 mL). The combined organic layer was washed with brine, dried (MgSO4), and concentrated under vacuum. Purification by silica gel chromatography (EtOAc/hexane=1/9, v/v) afforded the desired product as a colorless oil (3.34 g, 96%).

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:
Article; Lee, Sujin; Shin, Ju Yeon; Lee, Sang-Gi; Tetrahedron Letters; vol. 54; 7; (2013); p. 684 – 687;,
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Application of 5445-17-0, The chemical industry reduces the impact on the environment during synthesis 5445-17-0, name is Methyl 2-bromopropanoate, I believe this compound will play a more active role in future production and life.

Methyl 2-bromopropanoate (1.0 eq, 10 g, 59.9 mmol) and triethylphosphite (5.0 eq, 299.5 mmol, 51.5 mL) were combined neat and heated to 110 C. with stirring overnight. The reaction mixture was concentrated, azeotroped with toluene 3×, and dried under high vacuum. The resulting phosphonate was obtained in quantitative yield and was used directly in the following reaction: The phosphonate (1.0 eq, 10.0 g, 44.6 mmol) was dissolved in anhydrous THF (100 mL) and cooled to 0 C. To this mixture, n-BuLi (2.5 M in Hexanes, 18.7 mL, 46.8 mmol, 1.05 eq) was added drop wise. The mixture was stirred for 2 hours at 0 C., then cyclohexanone (1.0 eq, 44.6 mmol, 4.6 mL) was added. The mixture was stirred at 0 C. gradually warming to ambient temperature over 72 hours. The reaction was quenched with saturated aqueous ammonium chloride (500 mL) and concentrated. The remaining aqueous layer was extracted with ethyl acetate (2×200 mL) to give 16.8 g of the crude ester as a yellow oil which was purified by flash column chromatography (hex/ethyl acetate gradient). 3.7 g of a pale yellow oil was obtained as mixture of methyl and ethyl esters in about 1.4:1 molar ratio (21.25 mmol, 48% yield). The isolated mixed ester (3.2 g, 18.36 mmol) was dissolved in ethanol (50 mL) and solid sodium hydroxide (1.0 g, 25 mmol) was added. The mixture was refluxed until reaction was complete. Ethanol was subsequently removed and the residue was partitioned between ethyl acetate (50 mL) and a 1.0 N solution of HCl (50 mL). The aqueous layer was acidified with 6.0 N HCl until acidic and extracted with ethyl acetate (50 mL) again. Combined organic layers were washed with brine and dried over magnesium sulfate. The crude material was purified by flash column chromatography (hex/ethyl acetate gradient) to afford 2.0 g (71% yield) of the desired isomer as a yellow oil in 90% purity by 1H-NMR. (0850) 1H NMR (400 MHz, DMSO-d6): delta, ppm: 12.18 (s, 1H), 2.40 (m, 2H), 2.17 (m, 2H), 1.77 (s, 3H), 1.52 (m, 6H).

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 2-bromopropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; SENOMYX, INC.; Chumakova, Lyudmyla; Patron, Andrew; Priest, Chad; Karanewsky, Donald; Kimmich, Rachel; Boren, Brant Clayton; Hammaker, Jeffrey Robert; Chumakov, Volodymyr; Zhao, Wen; Noncovich, Alain; Ung, Jane; (146 pag.)US2015/376136; (2015); A1;,
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Application of 5445-17-0, 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. 5445-17-0, name is Methyl 2-bromopropanoate, This compound has unique chemical properties. The synthetic route is as follows.

Example 7 methyl 2-(2-(pyrrolidin-1-yl)cyclohex-2-en-1-yl)propanoate To a 1 L round bottom flask was added 1-(cyclohex-1-en-1-yl)pyrrolidine (100 g, example 1), acetonitrile (800 mL), methyl 2-bromopropanoate (116.3 g), and sodium iodide (9.9 g). The mixture was then heated to reflux while stirring for 20 hours. The mixture was cooled to room temperature, added DBU (100.3 g), and stirred for 30 minutes. The resulted mixture was then concentrated to remove most acetonitrile, followed by addition of toluene (500 mL). The suspension was stirred at room temperature for 1 hour followed by filtration. The filter cake was washed with small amount of toluene twice. The combined toluene solution was distilled under vacuum to give a liquid product, 143.4 g (91.4%). 1HNMR (CDCl3): delta 4.64 (t, 1H), 3.60 (s, 3H), 2.99 (q, 2H), 2.73 (m, 2H), 2.56 (m, 2H), 2.05 (m, 1H), 1.97 (m, 1H), 1.73 (m, 5H), 1.54 (m, 3H), 1.01 (d, 3H).

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

Reference:
Patent; Yi, Lin; Su, Xiping; Werth, Peter; (16 pag.)US2016/326113; (2016); 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. 5445-17-0, name is Methyl 2-bromopropanoate, A new synthetic method of this compound is introduced below., Product Details of 5445-17-0

The 2.50g (9.05mmol) of tert-butyl 2 – [(benzylamino) methyl] azetidine-1-carboxylate [racemate] was dissolved in dichloromethane (150ml), the 5.55ml (4.03g, 39.8mmol) of triethylamine and 3.04ml (4.53g, 27.1mmol) of methyl 2-bromo-propionate [racemate] was added and the mixture was stirred overnight at room temperature. Was added 5.55ml (4.03g, 39.8mmol) of triethylamine and 3.04ml (4.53g, 27.1mmol) of methyl 2-bromopropionate [racemate], and the mixture was stirred overnight at 40 . Then additional 5.55ml (4.03g, 39.8mmol) of triethylamine and 3.04ml (4.53g, 27.1mmol) of methyl 2-bromopropionate [racemate], and the mixture was at 40 overnight with stirring. After cooling to room temperature, the mixture was diluted with dichloromethane and washed with water, and the phases were separated. The aqueous phase was extracted twice with dichloromethane and the combined organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate, filtered, and then the solvent was removed under reduced pressure. The crude product obtained was purified as follows: silica gel chromatography (dichloromethane, then dichloromethane / methanol = 100: 1). Yield: 3.22g (94%, based on the theoretical value).

The synthetic route of 5445-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; Allerheiligen, S.; Buchmuller, A.; Engel, K.; Gerdes, C.; Gericke, K. M.; Gerisch, M.; Heitmeier, S.; Hillisch, A.; Kinzel, T.; Lienau, P.; Riedl, B.; Rohrig, S.; Schmidt, M. V.; Strassburger, J.; Tersteegen, A.; (223 pag.)CN105408331; (2016); A;,
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Electric Literature of 5445-17-0, 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. 5445-17-0, name is Methyl 2-bromopropanoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

methanol (10 mL) was added to a 100 mL flask containing magnetite, and aniline (1.82 mL, 20 mmol), sodium acetate (1.8 g, 22 mmol) and methyl 2-bromopropionate (2.45 mL) were added successively under stirring., 22 mmol), refluxed at 80C for 18 hours.After completion of the reaction, 100g to 200 mesh silica gel 1g was added to the mixture, the solvent was evaporated under reduced pressure, and the residue was separated by silica gel column chromatography (n-hexane/ethyl acetate 50 to 30:1) to give 3.5 g of a colorless oily intermediate.The yield is 98%;

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

Reference:
Patent; Henan University; Jiang Zhiyong; Shao Tianju; Zhao Xiaowei; Liu Yang; Qiao Baokun; (9 pag.)CN108017580; (2018); A;,
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These common heterocyclic compound, 5445-17-0, name is Methyl 2-bromopropanoate, 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: 5445-17-0

(No.)-Cis-2- ( 4-[4-(acetyl-phenyl-amino)-2-methyl-3 ,4-dihydro-2H-quinoline- I -carbonyl]- phenylamino} -propionic acid methyl ester was prepared from (No.)-cis-N-[1-(4-amino-benzoyl)-2- methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N-phenyl-propionamide. A mixture of (No.)-cis-N-[1-(4- amino-benzoyl)-2-methyl-1,2,3,4-tetrahydro-quinolin-4-yl]-N-phenyl-propionamide (210 mg, 0.53 mmol), potassium carbonate (123 mg, 0.89 mmol), and methyl 2-bromopropionate (70 uL, 0.63mmol) in dry dimethylformamide (2 mL) was heated at 100C for 6h, then cooled to room temperature and stirred with 20ml water until all of the salts dissolved. The aqueous layer was separated and was extracted with ethyl acetate. The combined extracts were washed with water and brine, dried over magnesium sulfate, filtered and concentrated under reduced pressure. The resulting oil was purified by silica gel chromatography, eluting with (97: 3 methylene chloride/methanol) to afford the title compound (220 mg, 87%). ‘H-NMR (CDC13) 8: 1.2 (4H, m), 1.4 (3H, d), 2.0 (3H, s), 2.3 (1H, br), 3.7 (3H, s), 4.1 (1H, m), 4.7 (1H, m), 5.6 (1H, br), 6.3 (2H, d), 6.6 (1H, d), 6.9 (1H, m), 7.0 (2H, d), 7.3-7.4 (7H, m). MS m/z: 487 (M+2).

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

Reference:
Patent; MILLENNIUM PHARMACEUTICALS, INC.; WO2005/100321; (2005); 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. 5445-17-0, name is Methyl 2-bromopropanoate, A new synthetic method of this compound is introduced below., Computed Properties of C4H7BrO2

2.50 g (9.05 mmol) of tert-butyl 2-[(benzylamino)methyl]azetidine-1-carboxylate [racemate] were dissolved in dichloromethane (150 ml), 5.55 ml (4.03 g, 39.8 mmol) of triethylamine and 3.04 ml (4.53 g, 27.1 mmol) of methyl 2-bromopropanoate [racemate] were added and the mixture was stirred at RT overnight. 5.55 ml (4.03 g, 39.8 mmol) of triethylamine and 3.04 ml (4.53 g, 27.1 mmol) of methyl 2-bromopropanoate [racemate] were added, and the mixture was stirred at 40° C. overnight. A further 5.55 ml (4.03 g, 39.8 mmol) of triethylamine and 3.04 ml (4.53 g, 27.1 mmol) of methyl 2-bromopropanoate [racemate] were then added, and the mixture was stirred at 40° C. overnight. After cooling to room temperature, the mixture was diluted with water and dichloromethane, and the phases were separated. The aqueous phase was extracted twice with dichloromethane and the combined organic phases were washed with saturated aqueous sodium chloride solution, dried over sodium sulphate, filtered and then freed of the solvent under reduced pressure. The crude product obtained was purified by silica gel chromatography (dichloromethane, then dichloromethane/methanol=100:1). Yield: 3.22 g (94% of theory).

The synthetic route of 5445-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Pharma Aktiengesellschaft; Allerheiligen, Sven; Buh, Mueller Anya; Engel, Karen; Gardez, Hirishtof; Garike, kristen Mathias; Gerrish, Mihael; Hite, Meyer Stefan; Heels, Alexander; Kinjel, Tom; Lina, Wu Phillip; Riddle, Bernd; Rurik, Susanne; Schmidt, Martina Victoria; Strasse, Burgeo Julia; Tersteegen, Adrian; (113 pag.)KR2016/16815; (2016); A;,
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5445-17-0, name is Methyl 2-bromopropanoate, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows. Safety of Methyl 2-bromopropanoate

To (E)-N-(2-cyclopropylphenyl)-2-(4-(1-(4-(trifluoromethoxy)phenyl)-1H-1,2,4-triazol-3-yl)benzylidene)hydrazinecarbothioamide (100 mg, 0.191 mmol) and sodium acetate (63.0 mg, 0.765 mmol) in EtOH (4 mL) was added methyl 2-bromopropanoate (0.026 mL, 0.230 mmol). The reaction was heated to 60 C. overnight. The reaction was then heated to 85 C. for 72 hours. The reaction mixture was diluted with DCM and washed with water. The aqueous layer was extracted with DCM. The organic layers were poured through a phase separator and concentrated. Purification by flash column chromatography provided the title compound as a white solid (32.5 mg, 0.056 mmol, 30%): mp 112-115 C.; 1H NMR (400 MHz, CDCl3) delta 8.58 (s, 1H), 8.32 (s, 1H), 8.22 (d, J=8.3 Hz, 2H), 7.87-7.75 (m, 4H), 7.43-7.32 (m, 4H), 7.26-7.24 (m, 2H), 4.23 (q, J=7.3 Hz, 1H), 1.85-1.78 (m, 4H), 0.90-0.78 (m, 2H), 0.78-0.69 (m, 1H), 0.65-0.55 (m, 1H); ESIMS m/z 578 (M+H).

The synthetic route of 5445-17-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dow AgroSciences LLC; BAUM, ERICH W.; Crouse, Gary D.; Dent, III, William Hunter; Sparks, Thomas C.; Creemer, Lawrence C.; US2013/203593; (2013); A1;,
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Adding a certain compound to certain chemical reactions, such as: 5445-17-0, name is Methyl 2-bromopropanoate, belongs to esters-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 5445-17-0, Formula: C4H7BrO2

General procedure: An appropriate diphenyl diselenide (2.96g, 9.5 mmol) was dissolved in a 1:1 mixture of water and THF (50 mL) under nitrogen gas. NaBH4 (1.79g, 47.5 mmol) was added. The reaction mixture was stirred until the solution turned colorless (1-3 minutes). The reaction mixture was stirred for a further 30 minutes. A solution of a methyl -2-bromoacetate (2.96g, 19.37 mmol) in THF (5 mL) was added through the rubber septum without opening the reaction apparatus. The reaction mixture was stirred at room temperature and monitored via TLC (~4 hours). Subsequently, the solution was stirred for a further 30 minutes on air, then the reaction mixture was diluted with 50 mL of saturated aqueous solution of NH4Cl and extracted with diethyl ether. The combined organic phases were dried over Na2SO4, filtered and the solvent was evaporated under reduced pressure to get the product.

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 2-bromopropanoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Ali, Wesam; Wi?cek, Ma?gorzata; ?a?ewska, Dorota; Kurczab, Rafa?; Jastrz?bska-Wi?sek, Magdalena; Sata?a, Grzegorz; Kucwaj-Brysz, Katarzyna; Lubelska, Annamaria; G?uch-Lutwin, Monika; Mordyl, Barbara; Siwek, Agata; Nasim, Muhammad Jawad; Partyka, Anna; Sudo?, Sylwia; Latacz, Gniewomir; Weso?owska, Anna; Kie?-Kononowicz, Katarzyna; Handzlik, Jadwiga; European Journal of Medicinal Chemistry; vol. 178; (2019); p. 740 – 751;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 5445-17-0, name is Methyl 2-bromopropanoate, belongs to esters-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 5445-17-0, Recommanded Product: Methyl 2-bromopropanoate

A solution of 1-(5-trifluoromethyl-pyridin-2-yl)-piperazine (0.9 g, 3.9 mmoles) in MeOH (13 mL) and DIPEA (1.5 mL) was treated with 2-bromo-propionic acid methyl ester (0.48 mL, 4.3 mmoles) and stirred overnight at 70 C. MeOH was removed under reduced pressure and the residue was purified (silica gel, 10-40% acetone in hexane) to provide the title compound as a yellowish solid (1.23 g, 99%).

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

Reference:
Patent; Hoff, Ethan D.; Link, James T.; Pliushchev, Marina A.; Rohde, Jeffrey J.; Winn, Martin; US2005/245532; (2005); A1;,
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