Esters-buliding-blocks

Related Products of 58656-98-7, These common heterocyclic compound, 58656-98-7, name is tert-Butyl 4-fluorobenzoate, 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: 3-(2,6-Dichlorophenoxy)-1H-indazole (75.0 mg; 0.27 mmol; 1.00 eq.) and tetrahydrofuran (3.00 mL) were stirred at room temperature in a round bottom flask under nitrogen atmosphere. Sodium hydride 60% in mineral oil (21.5 mg; 0.54 mmol; 2.00 eq.) was added portion wise. After 15 minutes, methyl-6-chloro-nicotinic acid (92.2 mg; 0.54 mmol; 2.00 eq.) was added and the reaction mixture was stirred at 80 C for 16 hours. The reaction mixture was cooled and diluted with ethyl acetate (50 mL). The organic layer was washed with a saturated solution of NH4Cl (20 mL) and brine (20 mL). The organic layer was dried over MgSO4, filtered and concentrated. The residue, methanol (5.00 mL) were stirred in a round bottom flask. A 10 M solution of sodium hydroxyde (1.00 mL; 10.0 mmol; 37.2 eq.) was added and the reaction mixture was stirred at 50 C for 16 hours. The reaction mixture was cooled and diluted with ethyl acetate (20 mL) and water (10 mL). The pH of the aqueous layer was adjusted to 1 using a 3 M solution of hydrochloric acid. The aqueous layer was extracted with ethyl acetate (50 mL). The organic layers were dried over MgSO4, filtered and concentrated. The residue was purified using preparative LCMS.6-(3-(2,6-Dichlorophenoxy)-1H-indazol-1-yl)nicotinic acid was isolated as a beige solid (41.0 mg; 36.6%).

The synthetic route of 58656-98-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Ouvry, Gilles; Bouix-Peter, Claire; Ciesielski, Fabrice; Chantalat, Laurent; Christin, Olivier; Comino, Catherine; Duvert, Denis; Feret, Christophe; Harris, Craig S.; Lamy, Laurent; Luzy, Anne-Pascale; Musicki, Branislav; Orfila, Danielle; Pascau, Jonathan; Parnet, Veronique; Perrin, Agnes; Pierre, Romain; Polge, Gaelle; Raffin, Catherine; Rival, Yves; Taquet, Nathalie; Thoreau, Etienne; Hennequin, Laurent F.; Bioorganic and Medicinal Chemistry Letters; vol. 26; 23; (2016); p. 5802 – 5808;,
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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. 4630-80-2, name is Methyl cyclopentanecarboxylate, This compound has unique chemical properties. The synthetic route is as follows., Safety of Methyl cyclopentanecarboxylate

To a solution of diisopropylamine (56 mL, 396 mmol) in THF (85 mL) was added dropwise a solution of n-butyl lithium (240 mL, 393 mmol, 1.6M) in hexanes at -10 C while maintaining the temperature below 0 C. After addition, the solution was stirred for 30 mm at 0 C. To this, a solution of cyclopentanecarboxylic acid methyl ester (37.4 g, 263 mmol) in THF (50 mL) was added dropwise at -70 C maintaining the internal temperature between -60 to -70 C. Afteraddition, the reaction mixture was stirred for 1 h at -50 to -60 C. Then, a solution of 1,2- dibromoethane (47 mL, 545 mmol) in THF (50 mL) was added dropwise and the light brown suspension was stirred for 1 h at -70 to -60 C. Then, it was allowed to warm to room temperature and stirred overnight. The reaction mixture was poured into a saturated aqueous solution of ammonium chloride (200 mL) and the organic compound was extracted into ether (2X 100 mL). The combined extracts were washed with a saturated solution of sodium chloride (150 mL) and dried over anhydrous magnesium sulfate. After filtration of the drying agent, the solution was concentrated under vacuum and the resulting residue was distilled at 95-105 C/2.5 mm Hg to obtain 49.6 g (80% yield) of 1-[2-bromoethyl]cyclopentanecarboxylic acid methyl ester as a colorless oil.

According to the analysis of related databases, 4630-80-2, the application of this compound in the production field has become more and more popular.

Reference:
Patent; F. HOFFMANN-LA ROCHE AG; GOODNOW Jr., Robert, Alan; HAMILTON, Matthew, Michael; SIDDURI, Achyutharao; WO2013/110680; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 617-52-7, name is Dimethyl itaconate, 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 617-52-7, COA of Formula: C7H10O4

The procedure of Example D1 is repeated using 0.4 g (2.53 mmol) of dimethyl itaconate as starting material and 8.77 mg (0.0133 mmol) of compound B1 as ligand. The conversion is 100%. Removal of the solvent on a rotary evaporator gives a quantitative yield of (2R)-dimethyl succinate having an enantiomeric purity of 99.5% ee.

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; Kesselgruber, Martin; Thommen, Marc; Lotz, Mathias; US2009/270622; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 61644-18-6, 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. 61644-18-6, name is Chloromethyl isobutyrate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 8 Preparation of ((2-(((3S,7R,8R,9S)-7,8-dibenzyl-9-methyl-2-oxooxonan-3-yl)carbamoyl)-4-methoxypyridin-3-yl)oxy)methyl isobutyrate (Compound 7) To a solution of N-((3S,7R,8R,9S)-7,8-dibenzyl-9-methyl-2-oxooxonan-3-yl)-3-hydroxy-4-methoxypicolinamide (77 mg, 0.153 mmol) in acetone (3 mL) were added chloromethyl isobutyrate (31.4 mg, 0.230 mmol), NaI (4.6 mg, 0.031 mmol) and Na2CO3 (32.5 mg, 0.306 mmol), and the solution was heated to 50 C. and stirred for overnight. The solution was cooled to room temperature and concentrated, and the residue was purified by flash chromatography (SiO2, 0?100% EtOAc in hexanes) to provide the title compound (79 mg, 86%) as a colorless oil: See Table 2 for characterization data.

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, Chloromethyl isobutyrate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Dow AgroSciences LLC; Lu, Yu; Boebel, Timothy A.; Li, Fangzheng; Bravo-Altamirano, Karla; Daeuble, SR., John F.; Yao, Chenglin; Meyer, Kevin G.; US2015/322051; (2015); A1;,
Ester – Wikipedia,
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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. 3650-78-0, name is Methyl 3-(4-bromophenyl)acrylate, A new synthetic method of this compound is introduced below., category: esters-buliding-blocks

820 mg (3.4 mmol) of methyl 4-bromocinnamate were dissolved in 7 ml of dry toluene, added with 116 mg (0.1 mmol) of Pd(PPh3J4, a solution of 374 mg (1.1 mmol) of 4- cyanobenzeneboronic acid in 2 ml of MeOH, 6.8 ml of 2M Na2CO3 in water, and refluxed 9 h. Addition of EtOAc, washing with water, then with brine, filtration and flash chromatography (Merck silicagel) with Hexane/EtOAc mixtures 9/1 gave 273 mg of methyl 3-(4-cyanobiphenylyl)acrylate, mp. 150-1520C.A solution of the above compound (270 mg, 1.02 mmol) and of 2-tetrahydropyranyl- O-hydroxylamine (117 mg, 1.02 mmol) in 14 ml THF was cooled at -780C, added with 1.07 ml of sodium hexamethyldisilazane, stirred 2 hrs, then heated at -2O0C, cooled again at – 780C, quenched with NH4CI, extracted with AcOEt, the extract evaporated and chromatographed (Merck silicagel) with Hexane/EtOAc 6/4 to give 189 mg of 2- EPO tetrahydropyranyloxyamide of 3-(4-cyanobiphenylyl)acrylic acid, as a white solid, mp. 211- 2130C.A solution of the above compound (187 mg, 0.54 mmol) in 5 ml of MeOH was treated with 30 mg (0.16 mmol) of p-toluenesulfonic acid, stirred 24 h at room temp, filtered and washed with MeOH, to give 96 mg of 3-(4-cyanobiphenylyl)acrylic acid hydroxyamide, mp. 212-2140C, Rf 0.3 (CH2CI2/MeOH 95/5), 1H NMR: (DMSO-d6): 6.54 (d, 1 H, -CH=, J = 15.3 Hz), 7.51 (d, 1 H, CH=, J = 15.3 Hz), 7.69 (d, 2H, 2Ar, J = 8.2 Hz), 7.82 (d, 2H, 2Ar, J = 8.2 Hz), 7.8-8.0 (m, 4H, 6Ar), 9.05 (s, 1 H, NH), 10.80 (s, 1 H, OH).

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; SIGMA-TAU INDUSTRIE FARMACEUTICHE RIUNITE S.P.A.; WO2007/383; (2007); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 61837-46-5, These common heterocyclic compound, 61837-46-5, name is Methyl 2-bromo-4-methylpentanoate, 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.

Preparation of 2-(4-benzyloxy-2-oxo-2H-pyridin-1-yl)-4-methyl-pentanoic acid methyl ester: A solution of 4-benzyloxy-1H-pyridin-2-one (15 g, 74.6 mmol) in N,N,-dimethylformamide (200 mL) was treated with 2-bromo-4-methyl-pentanoic acid methyl ester (29.2 g, 112 mmol, 80% purity) and potassium carbonate (15.5 g, 112 mmol). The mixture was stirred at 80 C. overnight. At this time, the reaction was allowed to cool to 25 C. and was then concentrated to dryness in vacuo. The residue was washed with ethyl acetate (300 mL) and the remaining solid was removed by filtration. The filtrate was concentrated in vacuo. Flash column chromatography (ethyl acetate:petroleum ether:1:2) afforded 2-(4-benzyloxy-2-oxo-2H-pyridin-1-yl)-4-methyl-pentanoic acid methyl ester (18 g, 73%); 1H NMR (300 MHz, CDCl3): delta 7.41-7.36 (m, 5H), 7.21 (d, 1H, J=7.8 Hz), 6.06-6.00 (m, 2H), 5.7 (dd, 1H, J1=10.5 Hz, J2=5.4 Hz), 4.99 (s, 2H), 3.71 (s, 3H), 1.96-1.86 (m, 2H), 1.49-1.42 (m, 1H), 0.96 (d, 3H, J=6.6 Hz), 0.93 (d, 3H, J=6.9 Hz), LC-MS: 330 [M+1]+, tR=2.71 min.

Statistics shows that Methyl 2-bromo-4-methylpentanoate is playing an increasingly important role. we look forward to future research findings about 61837-46-5.

Reference:
Patent; Haynes, Nancy-Ellen; Scott, Nathan Robert; Tilley, Jefferson Wright; US2011/21570; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 120100-15-4,Some common heterocyclic compound, 120100-15-4, name is Methyl 3-amino-2-chlorobenzoate, molecular formula is C8H8ClNO2, 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: methyl 3-bromo-2-chlorobenzoate: To a solution of methyl 3-amino-2-chlorobenzoate (2.0 g, 11 mmol) in 48% HBr (10 mL) and water (20 mL) was added an aqueous solution of sodium nitrite (0.89 g, 13 mmol) at 0 C. The mixture was allowed to stir at 0 C for 30 minutes before it was added into a suspension of copper(I) bromide (2.3 g, 16 mmol) in water (10 mL) and 48% HBr (5 mL) at 0 C. The reaction was allowed to warm to RT slowly, and then heated to 60 C for 5 minutes. The product was extracted with DCM (100 mL X 2). The extractions were combined, dried over sodium sulfate, adsorbed onto silica gel, and purified by MPLC to provide methyl 3-bromo-2-chlorobenzoate. LC-MS (IE, m/z): 251 [M + 1]+

The synthetic route of 120100-15-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; TANG, Haifeng; PIO, Barbara; TEUMELSAN, Nardos; PASTERNAK, Alexander; DEJESUS, Reynalda; WO2013/62892; (2013); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 13671-00-6, name is Methyl 2,6-difluorobenzoate, 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 13671-00-6, name: Methyl 2,6-difluorobenzoate

Fuming nitric acid (1 1 g, 174 mmol) was added to a solution of methyl 2,6- difluorobenzoate (25 g, 145 mmol) in concentrated sulfuric acid (50 ml_) at 0 C, and the reaction was stirred for 30 min at 0C. The reaction mixture was poured over ice-water. The precipitate was filtered to give the title compound 25.1 g (80.6 % yield) 1H NMR (400 MHz, CDCI3) delta ppm 8.13-8.20 (m, 1 H), 7.02-7.10 (m, 1 H), 3.93 (s, 3H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2,6-difluorobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; GLAXOSMITHKLINE LLC; ADAMS, Jerry, Leroy; FAITG, Thomas; KASPAREC, Jiri; PENG, Xin; RALPH, Jeffrey; RHEAULT, Tara Renae; WATERSON, Alex Gregory; WO2011/59610; (2011); 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. 27798-60-3, name is Methyl 2-Methoxyphenylacetate, This compound has unique chemical properties. The synthetic route is as follows., Formula: C10H12O3

(b) Sodium (590 mg) was dissolved in ethanol (45 mL) and then 1-cyclopentyl-3-ethyl-5-amino-1H-pyrazole-4-carboxamide (2.65 g, 12 mmol), followed by methyl 2-methoxyphenylacetate (4.7 g, 26 mmol) were added. The reaction mixture was refluxed overnight, the solvent was stripped and the residue was treated with water and then 2N HCl. The product was collected by filtration and recrystallized from ethyl acetate to afford 2.23 g of 1-cyclopentyl-3-ethyl-6-(2-methoxyphenylmethyl)pyrazolo[3,4-d]pyrimidin-4-one, m.p. 145-146 C.

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 27798-60-3.

Reference:
Patent; Sanofi Winthrop, Inc.; US5656629; (1997); A;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 89-91-8, 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 89-91-8 as follows.

To a solution of lithium aluminium hydride (3.4 g) in tetrahydrofuran (150 mL) was added dropwise a solution of methyl dimethoxyacetate (9.83 mL) in tetrahydrofuran (50 mL) under ice-cooling, and the mixture was stirred at 0 C. for 3 hr. To the reaction mixture was added sodium sulfate decahydrate (45 g) at 0 C., and the mixture was filtered through Celite. The solvent was evaporated under reduced pressure to give the title compound (5.45 g). 1H NMR (300 MHz, DMSO-d6) delta 3.27 (6H, s), 3.32-3.37 (2H, m), 4.29 (1H, t, J=5.5 Hz), 4.69 (1H, t, J=6.1 Hz).

According to the analysis of related databases, 89-91-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KAMEI, Taku; ARIKAWA, Yasuyoshi; OHASHI, Tomohiro; IMAEDA, Toshihiro; FUJIMORI, Ikuo; MIKI, Takashi; YONEMORI, Jinichi; OGURO, Yuya; SUGIMOTO, Takahiro; SETO, Masaki; NISHIDA, Goushi; KAMATA, Makoto; IMOTO, Hiroshi; (132 pag.)US2018/155333; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics