Tag: M.W=200-300

Adding a certain compound to certain chemical reactions, such as: 56441-97-5, name is Methyl 4-(benzyloxy)-3-methoxybenzoate, 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 56441-97-5, Recommanded Product: 56441-97-5

A 250 mL, round-bottomed flask with a stirring bar, a solution of 4-hydroxy-3-methoxybenzoic acid (20 g, 118.94 mmol) was added slowly to a solution of methanol (100 mL) and concentrated sulfuric acid (10 mL). After being stirred for 12 h at reflux, saturated solution of sodium bicarbonate was added to adjust the pH to 7. Dichloromethane was added and the mixture was then filtered and the organic phase evaporated on a rotary evaporator and to obtain the compound 2 (20.37 g, 94 %). Compound 2 (20.4 g, 111.98 mmol) was added into a 500 mL, round-bottomed flask with a stirring bar, then benzyl bromide (18 mL), potassium carbonate (22 g, 156.8 mmol), DMF (200 mL) were added. It was stirred for 6 h at 80 C. Then the reaction system was poured into right amount of water, white solid (3) was obtained by filtration (28.97 g, 95 %). Compound 3 (16.54 g, 60.74 mmol) was dissolved in CH3COOH (50 mL) and then added into a 250 mL, round bottomed flask with a stirring bar. Then HNO3 (25 mL) was added into the system slowly to keep the temperature of the reaction above 5 C. The reaction temperature was raised to 50 C and kept for another 2 h. After that the system was poured into water and pale yellow solid (I) was obtained6-8 (18.3 g, 95%, m.p.: 134-135 C).

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:
Article; Wang, Kai; Zhang, Xiu-Qin; Zhu, Jian; Chen, Qiang; Zhang, Zhong-Qiang; Fan, Li; Asian Journal of Chemistry; vol. 27; 7; (2015); p. 2647 – 2650;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 23062-51-3, name is Methyl 4-bromobicyclo[2.2.2]octane-1-carboxylate, molecular formula is C10H15BrO2, 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: 23062-51-3

Methyl 4- bromobicyclo [2.2.2]octane-l-carboxylate (17.0 g, 69.0 mol) was refluxed in aqueous sodium hydroxide solution (1500 mL, 1 %) for 24 h. After cooling, the reaction solution was acidified with hydrochloric acid (6 N, 100 mL) and extracted with diethyl ether (6 x 500 mL). The combined ether layers were dried over magnesium sulfate and concentrated to afford the title compound (10.4 g, 61.1 mmol, 89 % yield), which was used in the next step without further purification. MS (ESI) m/z 169.2 [M-H]~.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 23062-51-3, its application will become more common.

Reference:
Patent; SIGNAL PHARMACEUTICALS, LLC; BENNETT, Brydon, L.; ELSNER, Jan; ERDMAN, Paul; HILGRAF, Robert; LEBRUN, Laurie, Ann; MCCARRICK, Meg; MOGHADDAM, Mehran, F.; NAGY, Mark, A.; NORRIS, Stephen; PAISNER, David, A.; SLOSS, Marianne; ROMANOW, William, J.; SATOH, Yoshitaka; TIKHE, Jayashree; YOON, Won, Hyung; DELGADO, Mercedes; WO2012/145569; (2012); 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. 1000342-11-9, name is Methyl 3-amino-5-bromo-2-methylbenzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 3-amino-5-bromo-2-methylbenzoate

The 2-methyl-3-amino-5-bromobenzoic acid methyl ester (1.5g, 6 . 1mmol) dissolved in 15 ml chloroform, by adding potassium acetate (0.63g, 6 . 4mmol) and acetic anhydride (1.26g, 12 . 3mmol), stirring the mixture at room temperature for 12 hours. Then added tert-butyl nitrite (2.53g, 24 . 6mmol) and 18-crown -6 (0.57g, 2 . 15mmol), 65 C lower stirring 3 hours. After finishing the reaction, cooling to room temperature, add saturated sodium bicarbonate aqueous solution and dichloromethane, separating, sodium sulfate drying, extraction, concentration to obtain the product.

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; Sichuan Univeristy; Yu, Luoting; Wei, Yuquan; (54 pag.)CN105037360; (2016); B;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 106896-49-5,Some common heterocyclic compound, 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, molecular formula is C8H8BrNO2, 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: A mixture of benzyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate (247 mg, 1.0 mmol), 2-bromo-4-methoxyaniline (303 mg, 1.5 mmol) and lithium perchlorate (190 mg, 1.7 mmol) were taken in acetonitrile (3.0 mL). The reaction mixture was heated to 90 C for 18 h. The reaction mixture was diluted with ethyl acetate (20 mL) and washed with water. The organic layer was dried over sodium sulfate and concentrated under reduced pressure, and the product was purified by column chromatography (silica gel, 50% EtOAc/hexanes) to provide benzyl 4-(((2-bromo-4-methoxyphenyl)amino)methyl)-4-hydroxypiperidine-1-carboxylate, 5c (358 mg, 80%) as a colourless syrup.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Methyl 4-amino-3-bromobenzoate, its application will become more common.

Reference:
Article; Kurissery, A. Tony; Rajkumar, G. Abraham; Arvapalli, Venkata Satyanarayana; Pitchumani, Venkatachalam; Tetrahedron Letters; vol. 58; 37; (2017); p. 3607 – 3611;,
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. 15964-79-1, name is Methyl 2-(3,4-dimethoxyphenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Formula: C11H14O4

l-(4-Bromophenyl)-4-(3,4-dimethoxyphenyl)butane-l,3-dione; Sodium hydride (60% dispersion, 3.80 g, 95.1 mmol) was added portionwise to methyl 2-(3,4-dimethoxyphenyl)acetate (10 g, 47.6 mmol) in Et2O (100 ml) at O0C. A solution of 4′-bromoacetophenone (9.48 g, 47.6 mmol) in Et2O (50 ml) was added dropwise over 1 h. The mixture was heated at reflux for 16 h, cooled, poured into ice/HCl (2 M), extracted with Et2O (3 x 100 ml), dried (MgSO4) and the solvent removed under reduced pressure. The residue was crystallized from MeOH to give the title compound (9 g, 50 %) as a tan powder.

The synthetic route of 15964-79-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ESSILOR INTERNATIONAL (COMPAGNIE GENERALE D’OPTIQUE); WO2008/28930; (2008); 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. 14062-25-0, name is Ethyl 2-(4-bromophenyl)acetate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

A solution of 25g ethyl (4-bromophenyl)acetate in100 ml DMF was added dropwise to 13.8 gpotassium-tert.butylate in 150 ml DMF at 0C and stirred for additional 30 minat 0C. Then 18.4 g bromocyclopentane were added dropwise at 0C and the reactionmixture was stirred until reaction completion. The mixture was given on water,extracted with EE, the combined organic layers washed with water and brine,dried with Na2SO4, filtered and evaporated to dryness.Yield: 35.6 g, used without further purification in the next step.

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; Koppitz, Marcus; Braeuer, Nico; Ter Laak, Antonius; Irlbacher, Horst; Rotgeri, Andrea; Coelho, Anne-Marie; Walter, Daryl; Steinmeyer, Andreas; Zollner, Thomas M.; Peters, Michaele; Nagel, Jens; Bioorganic and Medicinal Chemistry Letters; vol. 29; 18; (2019); p. 2700 – 2705;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Some common heterocyclic compound, 1150566-27-0, name is Ethyl 6-chloroimidazo[1,2-b]pyridazine-3-carboxylate, molecular formula is C9H8ClN3O2, 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. Formula: C9H8ClN3O2

To (2R)-2-(3-fluoro-5-(methylthio)phenyl)pyrrolidine _ (Preparation 9, 0.30mmol, 1.2 equiv.), ethyl 6-chloroimidazo[1 ,2-b]pyridazine-3-carboxylate (0.25mmol) and KF (2.8mmol, 11 equiv.) was added DMSO (2ml) and the reaction was heated at 130C. After overnight reaction the reaction mixture was cooled to rt. Water (10ml) and EtOAc (10 ml) were added and the layers partitioned. The organic layer was washed three times with brine (10ml), dried over Na2S04 and the solvent was removed under vacuum. The crude material containing the title compound was used without further purification. LCMS m/z = 401.1 [M+H]+

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 1150566-27-0, its application will become more common.

Reference:
Patent; BENEVOLENTAI BIO LIMITED; BROWN, Alan; GLEN, Angela; (115 pag.)WO2020/39209; (2020); A1;,
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. 15848-22-3, name is 5-Bromopentyl acetate, This compound has unique chemical properties. The synthetic route is as follows., Safety of 5-Bromopentyl acetate

a 5-(3-Bromo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-yloxy)pentyl Acetate A solution of 3-bromo-5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalen-2-ol (10 g, 0.35 mol), 5-bromopentyl acetate (8.15 g) and potassium carbonate (33.6 g) in methyl ethyl ketone (200 ml) is refluxed for 2 hours. The reaction medium is treated with water and ethyl acetate. After separation of the phases by settling, the organic phase is washed twice with water, dried over magnesium sulphate and concentrated on a rotary evaporator under vacuum at 40 C. The product is purified by flash chromatography on a column of silica. Yellow oil. Yield: 93%.

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 15848-22-3.

Reference:
Patent; Galderma Research & Development S.N.C.; US6444709; (2002); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 185312-82-7, The chemical industry reduces the impact on the environment during synthesis 185312-82-7, name is Methyl 4-bromo-2-chlorobenzoate, I believe this compound will play a more active role in future production and life.

Synthesis of methyl 3 -chloro-4?-(4,4-difluoropiperidine- 1 -carbonyl)biphenyl-4- carboxylate (46): Methyl 4-bromo-2-chlorobenzoate (45; 3.9 g, 15.7 mmol), (4,4- difluoropiperidin- 1 -yl)(4-(4,4, 5,5 -tetramethyl- 1,3 ,2-dioxaborol an-2-yl)phenyl)methanone (6.6 g, 18.8 mmol), Pd(dppf)C12 (2.29 g, 3.1 mmol), and K2C03 (6.48 g, 47 mmol) were added in a mixture of dioxane (60 mL) and water (6 mL) and degassed. The reaction mixture was heated at 100 C under nitrogen atmosphere for 2 h. The reaction mixture was cooled down to room temperature, filtered and the filtrate was concentrated under reduced pressure to give the crude product, which was purified by silica gel chromatography (20-50% EtOAc/petroleum ether) to yield 6.0 g of methyl 3 -chloro-4?-(4,4-difluoropiperidine- 1-carbonyl)biphenyl-4-carboxylate 46 as white solid (yield 97%). LCMS: m/z 394.0 [M+H], tR = 1.72 min

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 4-bromo-2-chlorobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; KARYOPHARM THERAPEUTICS INC.; BALOGLU, Erkan; SHACHAM, Sharon; SENAPEDIS, William; (153 pag.)WO2017/31213; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 34529-06-1, The chemical industry reduces the impact on the environment during synthesis 34529-06-1, name is Dimethyl 3-aminophthalate, I believe this compound will play a more active role in future production and life.

5.43 2-(3-METHYL-2,6-DIOXOPIPERIDIN-3-YL)-4-PENTYLAMINO ISOINDOLE-1,3-DIONE Step 1: To a stirred solution of dimethyl 3-aminophthalate (0.84 g, 4.0 mmol) in CH2Cl2 (40 mL), was added pentanal (0.67 g, 8.0 mmol) and acetic acid (1.4 mL). The mixture was stirred for 5 minutes, followed by addition of sodium triacetoxyborohydride (2.5 g, 12 mmol). The mixture was stirred at ambient temperature overnight under an atmosphere of nitrogen. The reaction mixture was diluted with 60 mL of CH2Cl2, washed with water (2×100 mL), saturated aqueous sodium bicarbonate (2×100 mL) and brine (100 mL), and dried (MgSO4). The solvent was evaporated, providing 1.1 g of a light yellow oil.

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 3-aminophthalate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Muller, George W.; Chen, Roger Shen-Chu; Man, Hon-Wah; Ruchelman, Alexander L.; US2007/49618; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics