Month: March 2021

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. 185629-32-7, name is Methyl 4-amino-3-fluorobenzoate, A new synthetic method of this compound is introduced below., COA of Formula: C8H8FNO2

[1416] To a solution of EW-2 (14.74 g, 86.96 mmol, 1 eq) in EtOH (150 mL) and H2O (100 mL) were added CaCO3 (15.67 g, 156.53 mmol, 1.8 eq) and IC1 (21.18 g, 130.44 mmol, 6.66 mL, 1.5 eq). The mixture was stirred at 25C. for 36 hr to give a brown suspension. TLC showed the desired spot found. The reaction was diluted with saturated NaHCO3 (200 mL) and extracted with EtOAc (150 mL3). The combine organic layers were washed with brine (100 mL) and dried over sodium sulfate, filtered and concentrated to give the crude product. The crude product was purified by flash column (SiO2, EtOAc in PE from 0 to 30%) to give EW-3 . 1H NMR (400 MHz, CDCl3) delta ppm 8.15 (s, 1H), 7.62-7.68 (m, 1H), 4.59 (br s, 2H), 3.88 (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; Ferro Therapeutics, Inc.; Jiang, Chun; Chen, Ruihong; Pandey, Anjali; Kalita, Biswajit; Duraiswamy, Athisayamani Jeyaraj; (293 pag.)US2019/263802; (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. 23062-51-3, name is Methyl 4-bromobicyclo[2.2.2]octane-1-carboxylate, A new synthetic method of this compound is introduced below., Recommanded Product: Methyl 4-bromobicyclo[2.2.2]octane-1-carboxylate

To the title compound from the Preparative Example 55, Step A (677 mg) was added 10% aqueous NaOH (65 niL). The mixture was stirred at 100C (temperature of the oil bath) for 42 h, concentrated to 15 mL and diluted with IN aqueous HCl (3O mL). The resulting mixture was acidified to pH 1 with 12N aqueous HCl and extracted with EtOAc (5 x 70 mL). The combined organic phases were dried (MgSO4), filtered and concentrated to afford the title compound (540 mg, 89%). [MH]+ = 171

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; ALANTOS-PHARMACEUTICALS, INC.; WO2006/128184; (2006); A2;,
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 4897-84-1 as follows. Quality Control of Methyl 4-bromobutanoate

To a solution of 2-methyl-3-fluorophenol (5 g, 39.64 mmol) in DMF (60 ml), was added potassium carbonate (6.03 g, 43.61 mmol). After 10 minutes of stirring at room temperature, methyl-4-bromobutyrate (8.31 g, 43.61 mmol) was added. The white suspension was heated at 50¡ãC for 24 hours. After cooling to room temperature, MeOH (50 ml), water (50 ml) and sodium hydroxide 32percent (30 ml) were added. The reaction mixture was heated at 80¡ãC for 30 minutes. After cooling to room temperature, ice (100 g) was added, then HCI 5N was added to pH 3. The solid was filtered, washed with water (3×50 ml) and dried by heating under reduced pressure over P205. To the obtained white powder, polyphosphoric acid (PPA, 100 g) was added, then the mixture was heated at 90¡ãC for 15 minutes. Ice (300 g) was slowly added and the precipitate was filtered, and dried under reduced pressure over P205 to give 6.64 g (86percent) of 8-fluoro-9-methyl-3,4- dihydrobenzo[b]oxepin-5(2H)-one as a yellow solid. LC/MS (m/z, MH+): 195

According to the analysis of related databases, 4897-84-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; SANOFI; BOUABOULA, Monsif; BROLLO, Maurice; CERTAL, Victor; EL-AHMAD, Youssef; FILOCHE-ROMME, Bruno; HALLEY, Frank; MCCORT, Gary; SCHIO, Laurent; TABART, Michel; TERRIER, Corinne; THOMPSON, Fabienne; (294 pag.)WO2018/91153; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 58656-98-7, 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 58656-98-7 as follows.

5. Synthesis of tert-butyl 4-[6-(2-hydroxyethyl)-2-azaspiro[3.3]heptan-2-yl]benzoate To a solution of tert-butyl 4-fluorobenzoate (10.25 g, 52.24 mmol, 5.012 equiv) in DMSO (50 mL) in a 250-mL round-bottom flask was added DIEA (14 mL, 84.71 mmol, 8.128 equiv). The mixture was stirred for 5 minutes, then 2-[2-azaspiro[3.3]heptan-6-yl]ethan-1-ol; trifluoroacetic acid (2.66 g, 10.42 mmol, 1 equiv) was added. The resulting solution was stirred for 16 hours at 130 C. After cooling to room temperature, the reaction was then quenched by addition of water (100 mL*1). The resulting solution was extracted with ethyl acetate (100 mL*3). The combined organic layers were washed with water (50 mL*2) and brine (50 mL*1). The organic layer was dried over anhydrous sodium sulfate. The crude was subjected to a silica gel column with ethyl acetate/petroleum ether (1:2). This resulted in 311.5 mg (9.42%) of tert-butyl 4-[6-(2-hydroxyethyl)-2-azaspiro[3.3]heptan-2-yl]benzoate as a light yellow solid. LC-MS (ES+): m/z 318.2 [MH+], tR=1.314 min, (2.0 minute run).

According to the analysis of related databases, 58656-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; Arvinas, Inc.; Crew, Andrew P.; Hornberger, Keith R.; Snyder, Lawrence B.; Zimmermann, Kurt; Wang, Jing; Berlin, Michael; Crews, Craig M.; Dong, Hanqing; (605 pag.)US2018/99940; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 122-72-5, 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. 122-72-5 name is 3-Phenylpropyl Acetate, 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.

Acetyl chloride (2.64 g) was added into a mixture of aluminium chloride (3.74 g) and3-phenylpropyl acetate (5 g) in dichloromethane (DCM) (50 mL) at 0 C dropwise under N2. Then more aluminium chloride (3.74 g) was added. The resultant mixture was stirred at 0 C for 8 hours. The reaction mixture was poured into cold 2 M HC1 slowly, and then diluted with water. The obtained mixture was extracted with DCM for 3 times. The combined organic layers were dried over anhydrous Na2SC>4. After filtration, the filtrate was concentrated under reduced pressure, and the residue was purified by chromatography on silica gel (EtOAc : PE = 0-15 %) to afford 3-(4- acetylphenyl)propyl acetate (5.7 g) as a yellow oil. LH-NMR (400 MHz, CDC13) delta ppm 1.95-2.05 (m, 2H), 2.06 (s, 3H), 2.59 (s, 3H), 2.76 (t, J= 8.0 Hz, 2H), 4.09 (t, J= 6.4 Hz, 2H), 7.28 (d, J= 8.4 Hz, 2H), 7.90 (d, J= 8.0 Hz, 2H); MS(ES+) m/z 221 (MH+).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, 3-Phenylpropyl Acetate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXO GROUP LIMITED; WANG, Yonghui; CAI, Wei; LIU, Qian; XIANG, Jia-Ning; WO2012/27965; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 394-35-4, The chemical industry reduces the impact on the environment during synthesis 394-35-4, name is Methyl 2-fluorobenzoate, I believe this compound will play a more active role in future production and life.

3. 2-(2-((R)-sec-Butylamino)benzo[d]thiazol-6-yI)-3-(2-fluorophenyI)-3- oxopr op anenitrile[00170] To a solution of lithium bis(trimethylsilyl)amide (1.0 M in THF, 35.3 mL) in THF (60 mL) was added a solution of (R)-2-(2-(sec-butylamino)benzo[d]thiazol-6- yl)acetonitrile (3.74 g, 15.2 mmol) in THF (60 mL) at -780C over 40 min. The resulting solution was stirred at -780C for 10 min before a solution of methyl 2- fluorobenzoate (2.5 mL, 19.6 mmol) in THF (15 mL) was.added over 5 min. The mixture was stirred at -780C for 1 hr and then at rt for 3 hr before it was poured into ice-cold water (100 mL). After its pH value was adjusted to 9 with-6 N HCl, the mixture was extracted with AcOEt (3 x 60 mL). The combined extract was washed with brine and dried over anhydrous MgSO4. The solution was concentrated under EPO vacuum, and the residue was subjected to ISCO (2percent MeOH/CH2C12) to give a mixture (4.09 g) of the title compound and the starting material in a ratio of 1 : 1.

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

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; WO2007/16392; (2007); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 41248-23-1, 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. 41248-23-1, name is Ethyl 1-hydroxycyclopentanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows.

Example III-1′ 17.23 g (108.8 mmol) of ethyl 1-hydroxycyclopentanecarboxylate and 26.95 g (108.8 mmol) of 3-bromo-6-methylphenylacetyl chloride are combined, stirred at an oil bath temperature of 120 C. for 6 h and finally briefly heated to 140 C. and degassed on an oil pump.Yield: 39.73 g of an oil (99% of theory), log P (acidic) 4.52

The chemical industry reduces the impact on the environment during synthesis Ethyl 1-hydroxycyclopentanecarboxylate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Bayer CropScience AG; US2011/306499; (2011); 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. 2475-80-1, name is Methyl 2-amino-5-methoxybenzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of Methyl 2-amino-5-methoxybenzoate

The product is obtained by reacting 4.00 g (22 mmol) methyl 2-amino-5-methoxy-benzoate with 5 equivalents of ethylmagnesium bromide in dichloromethane at -78 C.?RT. Brown oil. Yield: 4.47 g (97%).

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; Boehringer Ingelheim International GmbH; US2006/189605; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 34837-84-8, name is Methyl 2-(4-fluorophenyl)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 34837-84-8, category: esters-buliding-blocks

To a stirred solution of diisopropylamine (13.0 g) in tetrahydrofurane (160 mL)was added a solution of n-butyllithium in hexane (51 .4 mL; c= 2.5 M) at -78 ¡ãC.The solution was stirred at 0 ¡ãC for 15 minutes. The solution was cooled to -78¡ãC and a solution of methyl (4-fluorophenyl)acetate (18.0 g), dissolved intetrahydrofurane (40 mL) was added. The solution was stirred at -78 ¡ãC for 30 minutes. Methyl iodide (10.0 mL) was added at -78 ¡ãC, and the solution was allowed to warm up to 0 ¡ãC within 1 h. Water was added and the reaction mixture was extracted with ethyl acetate. The organic phase was dried (sodium sulfate) and the solvent was removed in vacuum. Silicagelchromatography gave 18.9 g of the title compound.1H-NMR (400MHz, DMSO-d6): 6 [ppm] = 1.34 (d, 3H), 3.55 (5, 3H), 3.79 (q, 1H),7.08 – 7.15 (m, 2H), 7.25 – 7.32 (m, 2H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-(4-fluorophenyl)acetate, and friends who are interested can also refer to it.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; SCHULZE, Volker; LERCHEN, Hans-Georg; BIERER, Donald; WENGNER, Antje Margret; SIEMEISTER, Gerhard; LIENAU, Philip; KRENZ, Ursula; KOSEMUND, Dirk; STOeCKIGT, Detlef; BRUeNING, Michael; LUeCKING, Ulrich; TEREBESI, Ildiko; WO2014/198647; (2014); A2;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 884497-46-5, 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. 884497-46-5, name is Methyl 3-amino-5-fluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Compound 14 (100 g, 591 mmol), compound 15 (107.68 g, 591 mmol) and dioxane (1000 ml) were added into a first reactor, then PPTS (60.82 g, 118.2 mmol) and MgSO4 (355.77 g, 2.96 mol) were added into the first reactor, then the first reactor was heated to reflux and stirred for 3 hours, cooled down to 50 C. NaBH4 (89.46 g, 2.36 mol) was added into the mixture and heated to 80 C., the first reactor was then stirred for 3 hours. After the reaction, the first reactor was cooled down to room temperature, methanol was added into the first reactor and white solid was filtered. The filtrate was concentrated and extracted by ethyl acetate, then washed with saturated NaHCO3 aqueous solution and sodium chloride aqueous solution. The organic phase was dehydrated with anhydrous sodium sulfate, filtered and concentrated to obtain crude product. The crude product was purified by column chromatography to give compound 16 (100 g, yield 53.3%). (0061)LC-MS (ESI) m/z: 318 (M+H)+.

The synthetic route of Methyl 3-amino-5-fluorobenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Xu, Yong; Yohi, Peter W; Xu, Michael; Cruise, Douglas; (12 pag.)US9708319; (2017); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics