Month: May 2021

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. 57486-69-8, name is Methyl 2-(2-bromophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C9H9BrO2

To a solution of methyl 2-(2-bromophenyl)acetate, 5.00 g (21.8 mmol), in 100 ml. of tetrahydrofuran were added 18-crown-6, 1.44 g (5.5 mmol), iodomethane, 7.35 g (65.5 mmol), and potassium ie f-butoxide, 15.49 g (109.1 mmol). The resulting mixture was stirred at this temperature for 26 hours. The solvent was removed in vacuo and the residue was diluted with ethyl acetate. The resulting solution was washed with water, brine, dried over anhydrous sodium sulfate. The solvent was removed in vacuo and the residue was purified by silica gel column chromatography (petroleum ether:ethyl acetate = 6:1) to give 2.73 g (49%) of the product as a yellow oil. MS (ESIpos): m/z = 257 [M+H]+. LC-MS [Method 4, Water (0.1 %HCOOH)-Acetonitrile, 10%B]: Rt = 1.14 min.

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 57486-69-8.

Reference:
Patent; BAYER PHARMA AKTIENGESELLSCHAFT; WORTMANN, Lars; SAUTIER, Brice; EIS, Knut; BRIEM, Hans; BOeHNKE, Niels; VON NUSSBAUM, Franz; HILLIG, Roman; BADER, Benjamin; SCHROeDER, Jens; PETERSEN, Kirstin; LIENAU, Philip; WENGNER, Antje, Margret; MOOSMAYER, Dieter; WANG, Qiuwen; SCHICK, Hans; (510 pag.)WO2018/172250; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 18595-13-6, 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. 18595-13-6, name is Methyl 2-amino-6-methylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Step 2. Preparation of 2-Isopropoxycarbonylamino-6-methyl-benzoic acid methyl ester. Add isopropyl chloroformate (19.8 mL, 19.8 mmol, 1.0 M in toluene) dropwise to a solution of 2-Amino-6-methyl-benzoic acid methyl ester (3.27 g, 19.8 mmol) and pyridine (4.0 mL, 50 mmol) in dichloromethane (39 mL) at 0C under an atmosphere of nitrogen and stir at room temperature for 14 h. Add 1M HCl and separate the layers. Extract the aqueous layer with dichloromethane. Dry the organic layer over anhydrous sodium sulfate, filter, and remove the solvent under reduced pressure. Purify the residue by flash chromatography, eluting with hexanes/ethyl acetate, to afford the title compound (3.80 g, 76%) :’H NMR (CDCl3) 8 1.29 (d, J = 6.5 Hz, 6H), 2.43 (s, 3H), 3.94 (s, 3H), 5.00 (septuplet, J = 6.5 Hz, 1H), 6.90 (d, J = 8.1 Hz, 1H), 7.32 (t, J = 8.1 Hz, 1H), 8.07 (d, J = 8.1 Hz, 1H), 8.86 (brs, 1H). MS (ES+): 252 (M+H).

The synthetic route of Methyl 2-amino-6-methylbenzoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/37796; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 18014-00-1, A common heterocyclic compound, 18014-00-1, name is Dimethyl 2,5-dibromoterephthalate, molecular formula is C10H8Br2O4, 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.

[Example 5] A mixed liquid of methyl p-dibromoterephthalate (Compound 1)(65.1 g, 185 mmol) synthesised according to the method of a literature (), thiopehne-2-boric acid (Compound 7)(made by Tokyo Chemical Industry Co., Ltd.)(71.0 g, 555 mmol), PdCl2(dppf)·CH2Cl2 (15.1 g, 18.5 mmol), potassium carbonate (84.4 g, 610 mmol) and toluene (6.5 L) was refluxed under a nitrogen atmosphere for 6 hours. After the reaction mixed liquid was allowed to cool to room temperature, water was added to the reaction mixed liquid, and the reaction mixed liquid was subjected to extraction with chloroform. The obtained organic layer was dried with sodium sulfate, and filtered, and thereafter, the solvent was distilled out under reduced pressure. The obtained mixture was recrystallized using hexane and chloroform to obtain dimethyl 2,5-bis(2-thienyl)terephthalate (Compound 8)(45.9 g, 128 mmol) in a yield of 69%. The physical properties of dimethyl 2,5-bis(2-thienyl)terephthalate (Compound 8) were as follows. 1H-NMR (CDCl3, delta ppm): 7.82 (s, 2H), 7.38 (dd, 2H), 7.07-7.12 (m, 4H), 3.78 (s, 6H)

The synthetic route of 18014-00-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Sumitomo Chemical Company, Limited; EP2248818; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 945-93-7, A common heterocyclic compound, 945-93-7, name is Ethyl 3-phenylbut-2-enoate, molecular formula is C12H14O2, 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: Unsaturated ester (4a-4d) (0.1 mol) was boiled with 5 N NaOH under a reflux condenser for 2-3 h and left to stir at room temperature overnight. The formed carboxylate salt was dissolved in water and diluted HCl was added. The obtained solid product was filtered and crystallized with EtOH-water. (E) -3-Phenylbut-2-enoic acid (3d) [34]: Yield: 15 g, 94%. Mp: 90-92 C, (lit: 90-92 C). 1 H NMR (400 MHz, CDCl3) , delta (ppm): 7.51-7.49 (3H, m), 7.40-7.38 (2H, m), 6.18 (1H, s), 2.61 (3H, s).

The synthetic route of 945-93-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Sari, Sait; Uenalan, Seda; Yilmaz, Mehmet; Turkish Journal of Chemistry; vol. 43; 6; (2019); p. 1656 – 1671;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 23676-08-6, These common heterocyclic compound, 23676-08-6, name is Methyl 4-ethoxybenzoate, 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: 4-dodecyloxy methylbenzoate(13.3 g, 0.04mol)was placed in a one liter single-necked round-bottom flask equippedwith double wall water condenser. Ethanol (250 ml) and potassium hydroxide (6 g, 0.1 mol)dissolved in distilled water (250 ml) were added to the flask. The solution was refluxed for2 hours and allowed to cool down at r.t. and then neutralized with 10% hydrochloric acidto get a white precipitate. It was purified by recrystallizing from methanol.

Statistics shows that Methyl 4-ethoxybenzoate is playing an increasingly important role. we look forward to future research findings about 23676-08-6.

Reference:
Article; Reddy, M. Kesava; Reddy, K. Subramanyam; Prakash; Narasimhaswamy; Molecular Crystals and Liquid Crystals; vol. 582; 1; (2013); p. 1 – 14;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 2672-58-4, 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 2672-58-4 as follows.

Will be bothTrimethyl trimellitateSoluble in methanol, trimethyl t-trimellitate and methanol to the mass ratio of 1:25,The molar ratio of trimethyl terephthalate to KOH was 1: 2,0 stirring 2h,Natural warming to 25 ,(4 × 10ml), dried over MgSO4, and the chloroform was removed by filtration to give 3,5-dichlorophenol, which was washed with water and concentrated in water. Dibutyric acid-1-benzoate..

According to the analysis of related databases, 2672-58-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CNOOC Tianjin Chemical Research and Design Institute Co., Ltd.; CNOOC Energy Development Co., Ltd.; Li, Zhiyuan; Wang, Sufang; Xu, Hui; Ding, Qiuwei; Ding, Shu; Lin, Bei; Yu, Xiaowei; Teng, Houkai; (8 pag.)CN106543083; (2017); 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. 432022-88-3, name is Methyl 4-bromo-3,5-dimethylbenzoate, A new synthetic method of this compound is introduced below., SDS of cas: 432022-88-3

II?TERMEDIATE 49 Methyl 4- 5- 14-( (4S,5R)-5 – 13 -fluoro-5-(trifluoromethyl)phenyl] -4-methyl-2-oxo- 1,3 – oxazolidin-3-yBmethyl-2-(methylsulfanylnyrimidin-5-yl1-6-methoxynyridin-3-yB -3.5- dimethylbenzoateA mixture of (4S,5R)-3 – { [5-(5-chloro-2-methoxypyridin-3 -yl)-2-(methylsulfanyl)pyrimidin-4- yl]methyl} -5- [3 -fluoro-5-(trifluoromethyl)phenyl] -4-methyl- 1,3 -oxazolidin-2-one(INTERMEDIATE 18, 211 mg, 0.389 mmol), bis(pinacolato)diboron (296 mg, 1.17 mmol), and potassium acetate (114 mg, 1.17 mmol) in N,N-dimethylacetamide (2.0 mL) was degassed three times with nitrogen gas before the addition of(2-dicyclohexylphosphino-2?,4?,6?-triisopropyl- 1,1 ?-biphenyl) [2-(2-aminoethyl)phenyl)]palladium(II) chloride (XPHOS Biphenyl Precatalyst) (15.5 mg, 0.0 19 mmol). The system was degassed three times and was then heated to 130 C for24 hours. LC/MS analysis indicated complete conversion to the product, but almost exclusively as the boronic acid. For this reason the crude reaction mixture was taken directly into the next step. Accordingly, methyl 4-bromo-3 ,5-dimethylbenzoate (142 mg, 0.584 mmol), (1,1 bis(di tert-butylphosphino)ferrocene palladium dichloride (24.5 mg, 0.039 mmol), and aqueous potassium carbonate (0.389 mL, 2.0 M) were added. The mixture was degassed, flushed withnitrogen and heated to 100C for 45 minutes. The reaction was diluted with ethyl acetate, washed with water, brine, dried over sodium sulfate, filtered and concentrated. The crude product was purified by column chromatography to afford methyl 4-{5-[4-({(4S,5R)-5-[3-fluoro- 5-(trifluoromethyl)phenyl] -4-methyl-2-oxo- 1,3 -oxazolidin-3-yl} methyl)-2- (methylsulfanyl)pyrimidin-5-yl] -6-methoxypyridin-3 -yl} -3 ,5-dimethylbenzoate (158 mg, 0.236mmol). LCMS (M+H)*: 671.1

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; MERCK SHARP & DOHME CORP.; ACTON, John, J., III; YE, Feng; VACHAL, Petr; SHA, Deyou; DROPINSKI, James, F.; CHU, Lin; ONDEYKA, Debra; KIM, Alexander, J.; COLANDREA, Vincent, J.; ZANG, Yi; ZHANG, Fengqi; DONG, Guizhen; WO2013/165854; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 33491-30-4, These common heterocyclic compound, 33491-30-4, name is 8-Bromo-2H-chromen-2-one, 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: General synthetic procedure for 3a/3b/3c: 6-Bromocoumarin(0.5 g, 2.23 mmol), (4-ethynyl)benzaldehyde (0.29 g, 2.23 mmol)were dissolved in THF-triethylamine (1:1, v/v, 120 mL) and themixture was deaerated for 10 min with nitrogen bubbling and thenPd(PPh3)2Cl2 (31 mg, 2mol%), PPh3 (23 mg, 4 mol%)and CuI (8 mg,2mol%) were added. The solution was deaerated for an additional5 min; after that, reaction was left under nitrogen at 60C for 12 h.After completion of the reaction, the reaction mixture was cooledat room temperature and the solvent was evaporated. The crudeproduct was dissolved in CH2Cl2 and purified by a columnchromatography on a silica gel using (chloroform) as an eluent.

Statistics shows that 8-Bromo-2H-chromen-2-one is playing an increasingly important role. we look forward to future research findings about 33491-30-4.

Reference:
Article; Reddy, T. Sheshashena; Choi, Myung-Seok; Journal of Photochemistry and Photobiology A: Chemistry; vol. 351; (2018); p. 108 – 114;,
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. 146307-51-9, name is trans-Methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

To a solution of (frans)-methyl 4-((tert-butoxycarbonyl)amino)cyclohexanecarboxylate (Intermediate 18A) (1 .5 g, 5.8 mmol) in EtOH (24 mL) and THF (2.7 mL), cooled on ice, was added calcium chloride (1 .29 g, 1 1 .7 mmol) portion wise to give a milky suspension. NaBH4 (882 mg, 23.3 mmol) was then added portion wise over ca. 25 min and the reaction was stirred on ice for 1 h. The bath was removed and the mixture was allowed to stir at room temperature overnight. The reaction was cooled to 10 C and to this was added 5% aqueous K2CO3 (5.4 mL) dropwise, to give a pH of ca. 1 1 . A white precipitate formed and was isolated by filtration. The solid was stirred with EtOAc (50 mL) and water (14 mL). The layers were separated and the organic layer was washed with 0.5 M aqueous HCI (5 mL), water and brine, dried over MgS04, filtered, and concentrated to give the title compound (474 mg) as a white solid. The initial filtrate was concentrated, then dilute with saturated aqueous NH4CI and extracted with EtOAc (3X). Combined organics were washed with brine and dried over Na2SC>4, filtered, and concentrated to give the title compound (724 mg) as a white solid. Total isolated product was 1 .1 9 g (89% yield). 1H NMR (400 MHz, CD3SOCD3) delta 0.78-0.93 (m, 2 H), 1 .01 -1 .15 (m, 2 H), 1 .35 (s, 9 H), 1 .64-1 .80 (m, 4 H), 3.10 (d, J = 8 Hz, 1 H), 3.16 (t, J = 6 Hz, 2 H), 4.33 (t, J = 5 Hz, 1 H), 6.64 (d, J = 8 Hz, 1 H).

According to the analysis of related databases, 146307-51-9, the application of this compound in the production field has become more and more popular.

Reference:
Patent; GLAXOSMITHKLINE INTELLECTUAL PROPERTY DEVELOPMENT LIMITED; DEATON, David Norman; GUO, Yu; HANCOCK, Ashley Paul; SCHULTE, Christie; SHEARER, Barry George; SMITH, Emilie Despagnet; STEWART, Eugene L.; THOMSON, Stephen Andrew; (556 pag.)WO2018/69863; (2018); 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. 2459-25-8, name is Methyl 2-naphthoate, A new synthetic method of this compound is introduced below., Safety of Methyl 2-naphthoate

General procedure: The appropriate aryl-ester 18a-e (1 eq), was added of EtOH (2.22 ml*mmol/eq) followed by hydrazine monohydrate (3 eq). The solution was refluxed overnight, then cooled to room temperature. The precipitate obtained was filtered and washed with cold EtOH and n-hexane to give the pure product.

The synthetic route of 2459-25-8 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Giancotti, Gilda; Cancellieri, Michela; Balboni, Andrea; Giustiniano, Mariateresa; Novellino, Ettore; Delang, Leen; Neyts, Johan; Leyssen, Pieter; Brancale, Andrea; Bassetto, Marcella; European Journal of Medicinal Chemistry; vol. 149; (2018); p. 56 – 68;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics