Month: May 2021

Adding a certain compound to certain chemical reactions, such as: 25081-39-4, name is Methyl 3,5-dimethylbenzoate, 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 25081-39-4, Computed Properties of C10H12O2

The overall synthetic plan for the bicyclization scaffold is shown in Scheme 2. To a 50-mL round-bottom flask charged withmethyl 3,5-dimethylbenzoate (2.0 g, 12.2 mmol) in carbon tetrachloride (20 mL, sparged with nitrogen) was added N-bromosuccinimide (4.25 g, 23.9 mmol) and benzoyl peroxide (6O mg) as an initiator. The reaction was refluxed for 3 h under nitrogen atmosphere. The reaction mixture was cooled, and filtered. The filtrate was washed with water (20 mL), dried withMg504, and concentrated in vacuo. The crude product was recrystallized in petroleum ether to yield the title compound (1.2 g, 3.8 mmol) in 30% yield. ?HNMR (300 MHz, CDC13): 7.99 (s, 2H), 7.62 (s, 1H), 4.50 (s, 4H), 3.94 (s, 3H).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it.

Reference:
Patent; OHIO STATE INNOVATION FOUNDATION; PEI, Dehua; QIAN, Ziqing; (166 pag.)WO2018/89648; (2018); A2;,
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Related Products of 32454-36-7, A common heterocyclic compound, 32454-36-7, name is Ethyl 2-(4-bromophenyl)-2-methylpropanoate, molecular formula is C12H15BrO2, 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.

Step B: 2-(4-Bromophenyl)-2-methylpropan-l-olTo a solution of 2-(4-bromophenyl)-2-methylpropanoate (8.9 g, 33 mmol) in THF(100 mL) under nitrogen was added LiAltL; (1.6 g, 43 mmol) in portions at 0 C. The resulting solution was stirred at 0 C for 1 hour before the addition of saturated aqueous NFLjCl (50 mL). The mixture was then extracted with EtOAc (3×80 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by MPLC on Silica gel with 2-5 % EtOAc/hexane to afford 2-(4-bromophenyl)-2- methylpropan-l-ol as a colorless oil. MS ESI: [M+H]+ m/z 229, 231 ; 1H NMR (400 MHz, CDC13) delta 7.47 (d, J= 6.8 Hz, 2H), 7.28 (d, J= 6.8 Hz, 2H), 3.61 (s, 2H), 1.58 (s, 6H).

The synthetic route of 32454-36-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRUBAKER, Jason; DINSMORE, Christopher J.; HOFFMAN, Dawn Marie; JUNG, Joon; LIU, Duan; PETERSON, Scott; SIU, Tony; TORRES, Luis E.; ZHANG, Hongjun; WEI, Zhongyong; SHI, Feng; WO2013/40863; (2013); A1;,
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Related Products of 191478-99-6, 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. 191478-99-6, name is Methyl 4-amino-2,6-difluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows.

6-Chloropyridine-3-sulfonyl chloride (10.0 g, 47.0 mmol) was dissolved in methylene chloride (300 ml), and methyl 4-amino-2,6-difluorobenzoate (7.5 g, 40 mmol) and pyridine (9.0 ml, 102 mmol) were added thereto, followed by stirring at room temperature for 12 hours. The reaction solution was washed with water and 2 N hydrochloric acid, followed by extraction with methylene chloride. The extraction liquids were combined, washed with saturated aqueous sodium chloride, and dried over anhydrous sodium sulfate. Then, the solvent was removed. The obtained residue was recrystallized from a mixture solvent of petroleum ether/ ethyl acetate (1:2). The precipitated solid was filtered and then dried under reduced pressure to obtain the title compound (12.0 g, 83%) as a white solid. [0204] 1H NMR (CD3OD, 300 MHz): delta 8.82 (d, J=2.4 Hz, 1H), 8.20 (dd, J=2.4 Hz, 8.7 Hz 1H), 7.86-7.82 (t, 1H), 7.04 (d, J=10 Hz, 2H), 3.86 (s, 3H)

The chemical industry reduces the impact on the environment during synthesis Methyl 4-amino-2,6-difluorobenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; AJINOMOTO CO., LTD.; Ueno, Hirokazu; Yamamoto, Takashi; Takashita, Ryuta; Yokoyama, Ryohei; Sugiura, Toshihiko; Kageyama, Shunsuke; Ando, Ayatoshi; Eda, Hiroyuki; Eviryanti, Agung; Miyazawa, Tomoko; Kirihara, Aya; Tanabe, Itsuya; Nakamura, Tarou; Noguchi, Misato; Shuto, Manami; Sugiki, Masayuki; Dohi, Mizuki; US2015/51395; (2015); A1;,
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Synthetic Route of 1731-79-9, 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. 1731-79-9, name is Dimethyl dodecanedioate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 8 A condensation solution in an amount of 113.2 g (confirmed by quantitative analysis, after acidification of a part, that the solution contains 25.65 g of the condensation product and 80.84 g of the unreacted ester) prepared from dimethyl 1,12-dodecanedioate (105.00 g, 406.4 mmol), gamma-butyrolactone (8.75 g, 101.6 mmol), and a 28-wt % sodium methoxide in methanol solution (19.60 g, 101.6 mmol) was heated to 50 C. while being stirred. Into the solution, 550 g of n-hexane was added and was stirred while being cooled to 20 C. to form a suspension. The suspension was separated into a precipitate and a supernatant liquid using a pressure filter. The filtration residue was thoroughly washed with n-hexane. The resulting filtration residue in an amount of 35.55 g was poured into 49.8 g (50.8 mmol) of an aqueous 10% phosphoric acid solution. Further, water (350 g) and 1,4-dioxane (250 g) were added, and the mixture was allowed to react for 5 hours at 100 C. The solution was separated into two layers. The organic layer was separated and the aqueous layer was extracted with toluene. The organic layer was mixed with the toluene extract and washed with water, and then the solvent was removed by distillation. As a result, 26.6 g of a crystal product was obtained. After isolation and purification, the crystal product was identified as methyl 15-hydroxy-12-keto-pentadecanoate corresponding to the compound represented by the general formula (7). 1H-NMR (600 MHz, TMS, CDCl3) 1.28 (12H, m, CH2-4~9), 1.57 (2H, tt, J=7.3, 7.2, CH2-10), 1.61 (2H, tt, J=7.3, 7.0, CH2-3), 1.84 (2H, tt, J=6.7, 6.3, CH2-14), 2.30 (2H, t, J=7.5, CH2-2), 2.43 (2H, t, J=7.5, CH2-11), 2.56 (2H, t, J=6.9, CH2-13), 3.65 (2H, t, J=6.1, CH2-15), 3.67 (3H, s, CH3). 13C-NMR (150 MHz, CDCl3) 23.86 (CH2-10), 24.92 (CH2-3), 26.50 (CH2-14), 29.09~29.36 (CH2-4~9), 34.08 (CH2-2), 39.48 (CH2-13), 42.92 (CH2-11), 51.40 (CH3), 62.33 (CH2-OH), 174.30 (C(=O)O), 211.76 (C=O).

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, Dimethyl dodecanedioate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Soda Aromatic Co., Ltd.; US6291688; (2001); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

23676-08-6, name is Methyl 4-ethoxybenzoate, 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 4-ethoxybenzoate

General procedure: To a suspension of sodium hydride (60% in mineral oil, 5 eq) in dryTHF was added solution of substituted methyl benzoate (2 eq) in dryTHF. After mixture refluxed, substituted acetophenone (1 eq) in dryTHF was added dropwise. The mixture was refluxed overnight, then quenched with 1 N HCl. The mixture was extracted with ethyl acetatetwice, and the combined organic phase was washed with brine solution,dried with anhydrous Na2SO4, filtrated, and concentrated under reduced pressure. The residue was purified on a silica gel column.

The synthetic route of 23676-08-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Jeong, Jieun; Kim, Kun-Hee; Kim, Dong-Young; Chandrasekaran, Gopalakrishnan; Kim, Minhee; Pagire, Suvarna H.; Dighe, Mahesh; Choi, Eun Young; Bak, Su-Min; Kim, Eun-Young; Shin, Myung-Geun; Choi, Seok-Yong; Ahn, Jin Hee; Bioorganic and Medicinal Chemistry; vol. 27; 19; (2019);,
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Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 83881-47-4, name is Methyl 2-(2-chloroethoxy)acetate, 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 83881-47-4, Computed Properties of C5H9ClO3

EXAMPLE 5 Methyl 2-(8-bromo-1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepin-2-yl)ethoxyacetate Following a procedure similar to that described in Example 1, but using 8-bromo-1,2,3,4,10,14b-hexahydrodibenzo[c,f]pyrazino[1,2-a]azepine and methyl 2-chloroethoxyacetate, the title compound was obtained in a yield of 38%. Infrared Absorption Spectrum (CHCl3), numax cm-1: 1455, 1490, 1715, 1760, 2850, 2975.

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-(2-chloroethoxy)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Sankyo Company, Limited; US5362725; (1994); A;,
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. 87808-49-9, name is Methyl 2-bromo-4-methylbenzoate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 2-bromo-4-methylbenzoate

[0202] A mixture of the above product (0.600 g, 1.57 mmol), methyl 2-bromo-4-methylbenzoate (0.395 g, 1.72 mmol), potassium carbonate (0.541 g, 3.92 mmol), triphenylphosphine (0.016 g, 0.06 mmol), and palladium acetate (3.5 mg, 0.01 mmol) in 7 mL of THF and 0.2 mL of water was heated in a sealed flask at 100 C. overnight. The mixture was then cooled and partitioned between ethyl acetate and water. The organic extract was washed with brine, dried over Na2SO4, filtered and concentrated under vacuum. The residue was subjected to silica gel chromatography eluted with 0-10% ethyl acetate and hexane to provide methyl 5-methyl-4′-{(1R)-1-[(4-methyl-3-nitropyridin-2-yl)amino]ethyl}-1,1′-biphenyl-2-carboxylate that gave a proton NMR spectrum consistent with theory and a mass ion (ES+) of 406.2 for M+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.

Reference:
Patent; Kuduk, Scott D.; Bock, Mark G.; Feng, Dong-Mei; Wai, Jenny Miu-Chun; US2004/34064; (2004); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

90942-47-5, name is Methyl 5-(aminomethyl)-2-chlorobenzoate hydrochloride, 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. category: esters-buliding-blocks

To a solution of methyl 5-(aminomethyl)-2-chlorobenzoate hydrochloride (2.50 g,10.59 mmol) in THF (20 mL) were added DIPEA (4.78 g, 37.07 mmol) andisobutyryl chloride (1.70 g, 15.89 mmol). The reaction mass was stirred at RT for 2 h. After completion of the reaction, the reaction mixture was diluted with EtOAc, washed with water and brine, dried over Na2 SO4 and concentrated to afford 1.2 g of the desired product. ?H NIVIR (300 IVIHz, DMSO-d6): 8.35 (t, 1H), 7.66 (s, 1H),7.55-7.52 (d, J= 8.1 Hz, 1H), 7.43-7.40 (d, J 8.1 Hz, 1H), 4.26 (d, J 5.7 Hz, 2H),3.85 (s, 3H), 2.44 (m, 1H), 1.02 (d, J= 6.9 Hz, 6H); MS [M+H]: 270.12.

The synthetic route of 90942-47-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; GLENMARK PHARMACEUTICALS S.A.; GHARAT, Laxmikant Atmaram; MUTHUKAMAN, Nagarajan; TAMBE, Macchindra Sopan; PISAL, Dnyandeo; KHAIRATKAR-JOSHI, Neelima; KATTIGE, Vidya Ganapati; WO2015/59618; (2015); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 3095-48-5, 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. 3095-48-5, name is Methyl 4-amino-3,5-dimethylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

A suspension of 33 g. of dimethylsulfone and 11 g. of sodium hydride (50percent dispersion in oil) in 160 ml. of absolute dimethylsulfoxide was stirred at 50° C. under an atmosphere of nitrogen and the exclusion of moisture for 3 hours. Then, 18 g. of 4-amino-3,5-dimethyl-benzoic acid methyl ester were added. The mixture was stirred at 80° C. for 30 minutes and at room temperature for 1 hour and then dissolved in 400 ml. of water. The solution was neutralized with glacial acetic acid. The precipitate which formed was removed by filtration with suction, washed with water, dried and recrystallized from ethyl acetate, whereby there was obtained 4′-amino-3′,5′-dimethyl-2-(methylsulfonyl)-acetophenone having a melting point of 179°-180° C.

The chemical industry reduces the impact on the environment during synthesis Methyl 4-amino-3,5-dimethylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Hoffmann-La Roche Inc.; US4515948; (1985); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 14062-29-4, name is Ethyl 2-(3-chlorophenyl)acetate, molecular formula is C10H11ClO2, 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. Product Details of 14062-29-4

EXAMPLE 20 6-(3-Chlorobenzyl)-1-(2-fluorophenyl)-1,5-dihydro-4H-pyrazolo[3,4-d]pyrimidin-4-one In analogy to the preparation of Example 9, 171 mg (73% of theory) of the desired product are obtained as a colourless solid starting from 0.15 g (0.66 mmol) of 5-amino-1-(2-fluorophenyl)-1H-pyrazole-4-carboxamide (Example 28A), 0.405 g (98% purity, 1.99 mmol) of ethyl (3-chlorophenyl)acetate and 0.132 g (3.32 mmol) of 60% sodium hydride. m.p.: 197 C. MS (ESI pos): m/z=355 (M+H)+ 1H-NMR (300 MHz, DMSO-d6):delta=3.95 (s, 2H), 7.2-7.7 (m, 8H), 8.3 (s, 1H), 12.5 (s, 1H) ppm.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 14062-29-4, its application will become more common.

Reference:
Patent; Bayer HealthCare AG; US2007/161662; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics