Author: Jessica.F

4891-38-7, name is Methyl Phenylpropiolate, 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

1.0 mmol (123.1 mg) of m-methoxyaniline and 1.0 mmol (160.2 mg) of methyl phenylpropiolate and1.2 mmol (122.4 mg) of phenylacetylene and0.005 mmol (1.8 mmol) of Cu (OTf)2catalystmg), HOTf 0.01mmol(1.5mg), a nitrile solvent has 2mL, deg.] C for 8h at 100 oil bath, cooled to room temperature, water was added 5mL, extracted with ethyl acetate threetimes, the organic layers were combined, concentrated under reduced pressure, the product after Purification by column chromatography, silica gel 300-400 mesh, eluantmixtureof ethyl acetate andpetroleum ether, the volume ratio of 1: 5, to obtain a white solid product 296.4mg, 95% yield, purity 99.9%

The synthetic route of 4891-38-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Nanyang Normal College; Zhang Xu; Xu Xuefeng; (13 pag.)CN106380463; (2017); A;,
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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. 5048-82-8, name is Ethyl 3-(4-aminophenyl)acrylate, A new synthetic method of this compound is introduced below., Computed Properties of C11H13NO2

EXAMPLE 5 5-(2,5-dimethylphenoxy)-2,2-dimethylvaleric acid (6.25 g) is converted to the corresponding acid chloride by the action of oxalyl chloride as in the Example 1. The above acid chloride is dissolved in THF (60 ml) and is added to a solution of ethyl 4-aminocinnamate (4.7 g) in THF (60 ml) containing Et3 N (2.5 g) at ambient temperature followed by stirring overnight. The inorganic solid is filtered off and the filtrate is evaporated to dryness to yield 9.5 g of the product ethyl 3-[4-[[5-(2,5-dimethylphenoxy)-2,2-dimethyl-1-oxopentyl]amino]phenyl]-2-propenoate; mp 101°-102° C. following crystallization from isopropyl ether.

The synthetic route of 5048-82-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Warner-Lambert Company; US4413011; (1983); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 653-92-9,Some common heterocyclic compound, 653-92-9, name is Methyl 2-bromo-4-fluorobenzoate, molecular formula is C8H6BrFO2, 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.

General procedure: To a solution of (2) in 1 ,4-dioxane (4 mL) were added 1 ‘1 [bis(diphenylphosphino) ferrocene] dichloropalladium(ll) (0.2 eq), Na2C03 (8 eq) and one of the following regents heteroarylboronic acid or heteroaryiboronic acid pinacol ester or heteroarylboronic MIDA ester (2 eq) in a microwave tube. After addition of H20 (1 mL), the tube was sealed and the reaction mixture was stirred at 90C for 16 h. The mixture was allowed to cool to room temperature, was filtered through celite and MgS04 and the filter was repeatedly washed with ethyl acetate. After removing the solvent under reduced pressure, the crude residue was dissolved in saturated aqueous Na2C03 solution. The aqueous layer was extracted three times with CHCI3 and the combined organic layers were washed with saturated, aqueous NaCI solution and dried over Na2S04). The organic solvent was removed under reduced pressure and the residue was purified by preparative HPLC to obtain the appropriate target compound

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 2-bromo-4-fluorobenzoate, its application will become more common.

Reference:
Patent; FRIEDRICH-ALEXANDER-UNIVERSITAeT ERLANGEN-NUeRNBERG; THE BOARD OF TRUSTEES OF THE LELAND STANFORD JUNIOR UNIVERSITY; THE REGENTS OF THE UNIVERSITY OF CALIFORNIA; BANERJEE, Ashutosh; BARTUSCHAT, Amelie; EITEL, Katrin; GMEINER, Peter; HEINRICH, Markus; HOFMANN, Josefa; HUeBNER, Harald; RAMPP, Hannelore; SCHAAKE, Benjamin; KOBILKA, Brian; SUNAHARA, Roger; CLARK, Mary Joyce; FISH, Inbar; SHOICHET, Brian; (90 pag.)WO2019/110521; (2019); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 1459-96-7, 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. 1459-96-7 name is Dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate, 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.

Intermediate A51A: 4-(Methoxycarbonyl)bicyclo[2.2.2]octane-1-carboxylic acid To a solution of dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate (0.92 g, 4.07 mmol) in MeOH (5 mL) was added LiOH (0.102 g, 4.27 mmol) in water (4 mL) at RT. The reaction mixture was heated at 65 C. for 6 h. It was then cooled to RT and concentrated. The residue was acidified with 1N HCl to pH ?2. The solid (presumed side product diacid) was removed by filtration. The filtrate was extracted with EtOAc, and the combined organic layer was washed with brine, dried over Na2SO4, and filtered. The filtrate was concentrated to afford Intermediate A51A as a white solid, which was used for the next step without further purification. MS(ES): m/z=213 [M+H]+; 1H NMR (400 MHz, DMSO-d6) delta ppm 12.11 (s, 1H), 3.66 (s, 3H), 1.78-1.58 (m, 1H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Dimethyl bicyclo[2.2.2]octane-1,4-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Bristol-Myers Squibb Company; Velaparthi, Upender; Darne, Chetan Padmakar; Liu, Peiying; Wittman, Mark D.; Pearce, Bradley C.; Araujo, Erika M. V.; Dasgupta, Bireshwar; Nair, Jalathi Surendran; Janakiraman, Sakthi Kumaran; Rachamreddy, Chandrasekhar Reddy; Rao, Mettu Mallikarjuna; Karuppiah, Arul Mozhi Selvan Subbiah; Reddy, Bandreddy Subba; Nagalakshmi, Pulicharla; Bora, Rajesh Onkardas; Maheshwarappa, Shilpa Holehatti; Kumaravel, Selvakumar; Mullick, Dibakar; Sistla, Ramesh; (353 pag.)US9273058; (2016); B2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 40876-98-0, name is Sodium 1,4-diethoxy-1,4-dioxobut-2-en-2-olate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. category: esters-buliding-blocks

A solution of sodium hydroxide (2.85 g, 71.3 mmol) in water (3 ml) was added to a stirred solution of diethyl oxaloacetate sodium salt (8.7 g, 50 mmol) in water (50 ml) and the mixture stirred for 20 minutes. Cyclopropylcarboxamidine hydrochloride salt (5.0 g, 40 mmol) was added to the solution and the mixture was heated at 70 0C overnight, then cooled to ambient temperature and acidified to pH1 by the cautious addition of concentrated hydrochloric acid. The precipitate was isolated by filtration and dried to yield 2-cyclopropyl-4-hydroxypyrimidine-6-carboxylic acid (4.7 g, 63%). 1H nmr (400MHz, d6-DMSO) deltaH 13.30 (1 H, br s), 12.97 (1 H, br s), 6.59 (1 H, s), 1.94 (1 H, quintet), 1.04 (4H, m) ppm.

The synthetic route of 40876-98-0 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; SYNGENTA LIMITED; SYNGENTA PARTICIPATIONS AG; WHITTINGHAM, William, Guy; WINN, Caroline, Louise; GLITHRO, Harry; BOUSSEMGHOUNE, Mohamed, Abdelouahab; ASPINALL, Mary, Bernadette; WO2010/92339; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

260806-90-4, name is Methyl 3-bromo-2-methoxybenzoate, 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. SDS of cas: 260806-90-4

Bis(dibenzylideneacetone)dipalladium(0) (11.5 mg, 2% mol) and 1,2,3,4,5-pentaphenyl-1-(di-tert-butylphosphino)ferrocene (29.1 mg, 1% mol) were added, under nitrogen flux, to a solution of 24 (500 mg, 2.04 mmol) in anhydrous toluene (5 ml), followed by K3PO4 (874 mg, 4.12 mmol) and n-butyl-boronic acid (251.8 mg, 2.47 mmol). The system was sealed, and the reaction mixture was stirred at 100 C for 19 h. After cooling to room temperature, toluene was removed by evaporation in vacuo to afford the crude product that was purified by flash column chromatography on silica gel (n-hexane/AcOEt 9:1) to give pure 25 (400 mg, yield: 88%). 1H NMR (200 MHz, CDCl3) delta (ppm): 0.93 (t, 3H, J = 7.3 Hz), 1.25-1.66 (m, 4H), 2.62-2.70 (m, 1H), 3.83 (s, 3H), 3.91 (s, 3H), 7.07 (t, 1H, J = 7.6 Hz), 7.35 (dd, 1H, J = 7.5 Hz, J = 1.8 Hz), 7.64 (dd, 1H, J = 7.5 Hz, J = 1.8 Hz); MS: m/z 222 (M+, 40), 223 ([M + 1]+, 100), 191 ([M – OCH3]+, 21).

The synthetic route of 260806-90-4 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Bertini, Simone; Parkkari, Teija; Savinainen, Juha R.; Arena, Chiara; Saccomanni, Giuseppe; Saguto, Simone; Ligresti, Alessia; Allara, Marco; Bruno, Agostino; Marinelli, Luciana; Di Marzo, Vincenzo; Novellino, Ettore; Manera, Clementina; Macchia, Marco; European Journal of Medicinal Chemistry; vol. 90; (2015); p. 526 – 536;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 52727-57-8, A common heterocyclic compound, 52727-57-8, name is Methyl 2-amino-5-bromobenzoate, molecular formula is C8H8BrNO2, 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.

General procedure: 1.5 equiv of PMBONH3+Cl- plus 4.5 equiv of LiHMDS (at 0 C for 2 h) or 4.1 equiv of LDA (from -78 C to -10 C, 0.5 h); yields were similar.

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; Bosch, Lluis; Mouscadet, Jean-Franois; Ni, Xio-Ju; Vilarrasa, Jaume; Tetrahedron Letters; vol. 52; 7; (2011); p. 753 – 756;,
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. 36692-49-6, name is Methyl 3,4-diaminobenzoate, A new synthetic method of this compound is introduced below., Product Details of 36692-49-6

General procedure: Substituted 1,2-phenylenediamines (1 mmol) and substituted phenacyl bromides (1 mmol) were dissolved in acetonitrile (5 ml). To this solution, K10-Mont. clay (50 mg) was added and heated at 50 C for 3 h. After completion, the reaction mixture was filtered to remove the catalyst and washed with ethyl acetate (10 mL). The filtrate was concentrated and the residue was purified by column chromatography using hexane:ethyl acetate (15 % ethyl acetate in hexane) as an eluent to afford quinoxaline derivatives in high yields. The recovered catalyst was thoroughly washed with ethyl acetate, air dried, activated at 80 C for 3 h and reused for successive runs. The purified products are characterized by their 1H, 13C NMR as well as by mass spectral data

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; Jeganathan, Mariappan; Dhakshinamoorthy, Amarajothi; Pitchumani, Kasi; Tetrahedron Letters; vol. 55; 9; (2014); p. 1616 – 1620;,
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. 55954-23-9, name is Methyl 2,4-dichlorophenylacetate, A new synthetic method of this compound is introduced below., COA of Formula: C9H8Cl2O2

To a suspension of 2,4-dichlorophenylacetic acid methyl ester (1 .38 mmol) and paraformaldehyde (1 .45 mmol) in 2.7 mL DMSO was added NaHC03 (0.07 mmol). The reaction mixture was stirred at RT for 2 h and then quenched with water. The mixture was neutralized with 1 M HCI solution and extracted with EtOAc (2x). The combined organic layers were dried over MgS04 and concentrated in vacuo. Purification by CC (KP-SIL from Biotage) using Hept to Hept/EtOAc (1/1 ) gives the desired compound as colorless oil; LC-MS (B): tR = 0.77 min; 1 H NMR ((CD3)2SO) delta: 7.64 (d, 1 H), 7.46 (m, 2H), 5.14 (t, 1 H), 4.18 (m, 1 H), 3.92 (m, 1 H), 3.72 (m, 1 H), 3.62 (s, 3H).

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; ACTELION PHARMACEUTICALS LTD; HILPERT, Kurt; HUBLER, Francis; KIMMERLIN, Thierry; MURPHY, Mark; RENNEBERG, Dorte; STAMM, Simon; WO2013/14587; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 35179-98-7, name is Chloromethyl ethyl carbonate, 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 35179-98-7, SDS of cas: 35179-98-7

Compound 7 (500 mg, 0.83 mmol), compound 11 (571.9 mg, 4.14 mmol), potassium carbonate (572.7 mg, 4.14 mmol) and potassium iodide (68.1 mg, 0.41 mmol) were added to the reaction flask, and 10 ml of DMF was added and heated to 60 C reactionThe reaction was completed by TLC, and the temperature was lowered to room temperature, diluted with excess water, extracted with ethyl acetate for 3-4 times, and the organic phases were combined and saturated.Wash with salt water, concentrate,Purification by silica gel column chromatography gave 99 mg of product.Yield: 16.9%.

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; Shenzhen Tajirui Bio-pharmaceutical Co., Ltd.; Wang Yihan; Zhao Jiuyang; (54 pag.)CN109320553; (2019); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics