Esters-buliding-blocks

The chemical industry reduces the impact on the environment during synthesis 27798-60-3, name is Methyl 2-Methoxyphenylacetate, I believe this compound will play a more active role in future production and life. 27798-60-3

(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.

The chemical industry reduces the impact on the environment during synthesis 27798-60-3. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Sanofi Winthrop, Inc.; US5656629; (1997); A;,
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Some common heterocyclic compound, 99548-54-6, name is Methyl 3-bromo-2-methylbenzoate, molecular formula is C9H9BrO2, 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. 99548-54-6

< Step 2>; Methyl 3-bromo-2-methylbenzoate (4.67 g, 20 mmol) obtained in Step 1 and 100 mi of benzene were placed into a flask, and N-bromosuccinimide (4.37 g, 25 mmol) and 2,2′-azobisisobutylnitrile (0.336 g, 2 mmol) were added thereto. The resulting mixture was refluxed for 6 hours, cooled to 0 C , and filtered to remove precipitate. The resulting solution was washed successively with 10% sodium sulfite and saturated sodium chloride, dried over anhydrous magnesium sulfate, and the solvent was removed under a reduced pressure. The resulting residue was subjected to silica gel column chromatography to obtain methyl 3- bromo-2-(bromomethyl)benzoate (5.27 g (84%)).1H nuMR (300 MHz, CDCl3) delta 7.62 (d, IH, J = 7.9 Hz), 7.49 (dd, IH, J = 7.9, 0.9 Hz), 6.99 (t, IH, J= 7.9 Hz), 4.88 (s, 2H), 3.70 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis Methyl 3-bromo-2-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; WO2009/51417; (2009); A2;,
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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. 107582-20-7 name is Methyl 2,3-diaminobenzoate, 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. 107582-20-7

Methyl 2-amino-3-nitrobenzoate (150.0 grams, 0.765 moles) was placed inan autoclave vessel and 1000 mlof ethyl acetate and 75 grams of Raney nickelwere added to the vessel and stirred under a 2-3 kg/cm2 hydrogen pressure for12-15 hours. The catalyst was removed by filtration, and the ethyl acetate wasevaporated under reduced pressure. Acetic acid (170 ml) was added to theresidue, and 180 grams of tetraethylorthocarbonate was slowly added at 25-35¡ãC.The reaction mass was stirred for 2-3 hours, and water (750 ml) was added afterthe reaction mass was cooled to 10¡ãC. The solid was filtered, washed with 150 mlof water, and dried at 50-60¡ãC to get 140 grams (83.1 percent) of methyl 2-ethoxybenzimidazole-7-carboxylate.; 150 grams of 2-Amino-3-nitro-benzoic acid methylester, Raney nickel (75grams), ethyl acetate (1 litre) were charged in an autoclave vessel. 3.0kg/cm2 ofdry hydrogen gas was passed into the reaction suspension for about 20-25 hoursunder agitation. Reaction mass was filtered on celite, followed by washing thecelite with 150 ml of ethyl acetate. Solvent was removed completely from thefiltrate at about 45-50¡ãC by distillation. 171 ml of acetic acid was charged andtetraethylorthocarbonate (180 grams) was added over about 30-45 minutes.Reaction mass was maintained for about 1-3 hours and was cooled to about 0-5¡ãC. 750 ml of water was added over about 15-30 minutes and the separatedsolid was filtered and washed with 150 ml water, followed by 150 ml of ethylacetate. Solid obtained was dried at about 55-65¡ãC for about 10-12 hours to yield140 grams of 2-Ethoxy-3H-benzoimidazole-4-carboxylic acid methylestercompound of Formula (IV).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2,3-diaminobenzoate, and friends who are interested can also refer to it.

Reference:
Patent; DR. REDDY’S LABORATORIES LTD.; DR. REDDY’S LABORATORIES, INC.; WO2006/15134; (2006); A1;,
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24807-40-7, 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. 24807-40-7, name is Methyl 3-(4-(benzyloxy)phenyl)propanoate, This compound has unique chemical properties. The synthetic route is as follows.

Methyl 2-((4-((phenylmethyl)oxy)phenyI)methyl)-4-pentenoate(33.1); To a solution of lithium diisopropylamide (6.5 mL, 13.0 mmol, 2.0M in heptanelambdaTHF/ethylbenzene) in THF (25.0 mL) and l,3-dimethyl-3,4,5,6- tetrahydro-2(lH)-pyrimidinone (5.0 mL) was slowly added methyl 3-(4- (benzyloxy)phenyl)propanoate 23.1 (3.00 g, 1 1 mmol) in THF (10 mL) and 1 ,3- dimethyl-3,4,5,6-tetrahydro-2(lH)-pyrimidinone (2.5 mL) at -780C. The resulting mixture was stirred at -780C for 30 minutes and then allyl iodide (1.08 mL, 13.0 mmol) in THF (5.0 mL) was added. The reaction mixture was stirred at the same temperature for 20 minutes. The reaction was then stirred at room temperature for 16 hours. The reaction was quenched with water (30.0 mL). The solvent was concentrated in vacuo, and the residue was disolved in EtOAc (100 mL) and washed with brine (2 x 25 mL) and then dried with Na2SO4. The product thus obtained was purified on a silica gel column, to give the title compound 33.1. 1H NMR (500 MHz, CDCl3) delta ppm 2.29 – 2.34 (m, 1 H) 2.39 – 2.44 (m, 1 H) 2.63 – 2.79 (m, 2 H) 2.91- 2.96 (m, 1 H) 3.64 (s, 3 H) 5.06 – 5.18 (m, 4 H) 5.67 – 5.85 (m, 1 H) 6.88 – 7.03 (m, 2 H) 7.03 – 7.18 (m, 2 H) 7.34 – 7.49 (m, 5 H).

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; AMGEN INC.; WO2008/130514; (2008); A1;,
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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. 1186-73-8, name is Trimethyl methanetricarboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 1186-73-8

A mixture of N-benzyl-2-chloro-6-isopropyl-3-(3-methoxypropoxy)-6,7-dihydroquinolin-8(5H)-imine (0.34 g, 0.85 mmol) and trimethyl methanetricarboxylate (0.491 g, 2.50 mmol) in diglyme (3 mL) was heated at 180 C in a microwave reactor for 45 min. The reaction mixture was concentrated under reduced pressure and the residue purified by normal phase SiCb chromatography (0-70 % EtO Ac/hexanes) to give methyl 1-benzyl-9-chloro-4-hydroxy-5-isopropyl-8-(3-methoxypropoxy)-2-oxo-1,2,5,6-tetrahydro-1,10-phenanthroline-3-carboxylate as a yellow oil (0.12 g, 27 %, m/z: 527 [M+H] observed). NMR (300 MHz, CDCl3): d 13.80 (s, 1H), 7.28 (s, 1H), 7.16-6.98 (m, 5H), 6.30-6.10 (m, 2H), 4.20-4.11 (m, 2H), 4.02 (s, 3H), 3.59 (t, J= 6.0 Hz, 2H), 3.37 (s, 3H), 3.01-2.96 (m, 1H), 2.89-2.75 (m,2H), 2.16-2.08 (m, 2H), 1.42-1.37 (m, 1H), 0.84 (d, J= 6.0 Hz, 3H), 0.78 (d, J= 6.0 Hz, 3H).

The synthetic route of 1186-73-8 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ARBUTUS BIOPHARMA, INC.; CHEN, Shuai; DORSEY, Bruce D.; FAN, Yi; GOTCHEV, Dimitar B.; QUINTERO, Jorge; (252 pag.)WO2019/177937; (2019); A1;,
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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. 2178-24-7, name is Ethyl (2-bromophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 2178-24-7

b) 4-(alpha-Ethoxycarbonyl-benzyloxy)benzyl alcohol 41.8 g (0.172 mol) of ethyl 2-bromo-phenylacetate and 21.3 g (0.172 mol) of 4-hydroxybenzyl alcohol are dissolved in 850 ml of acetone and 24.8 g (0.18 mol) of potassium carbonate and 5.0 g (0.03 mol) of potassium iodide are added thereto. The reaction mixture is refluxed for 60 hours with stirring. Then the inorganic salts are filtered off and the residue is washed with hot acetone. The filtrate is evaporated down and the residue is purified over a silica gel column (particle size: 0.063-0.02 mm), initially using petroleum ether as eluant and then using mixtures of petroleum ether and ethyl acetate of increasing polarity (9:1, 8:2 and 7:3). The unified fractions are evaporated down in vacuo. Yield: 30.65 g (62.5% of theory), Rf value: 0.40 (silica gel; eluant: ethyl acetate/petroleum ether=3:7)

The synthetic route of 2178-24-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Dr. Karl Thomae GmbH; US5519138; (1996); A;,
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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 2475-80-1 as follows. 2475-80-1

EXAMPLE 52 2′-Carboxy-4′-methoxyoxanilic acid 1-ethyl 2′-methyl ester. 58 6-Amino-m-anisic acid methyl ester (4.7 g, 0.0283 mole) is condensed with 3.48 ml (0.0311 mole) of ethyl oxalyl chloride in a manner similar to example 3, giving 5.27 g of the title compound, m.p. 129-133C., after crystallization from ethanol. Elemental Analysis for C13 H15 NO6: Calc’d: C, 55.51; H, 5.38; N, 4.98. Found: C, 55.72; H, 5.38; N, 5.37.

According to the analysis of related databases, 2475-80-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; American Home Products Corporation; US3966965; (1976); A;,
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214262-88-1, Adding a certain compound to certain chemical reactions, such as: 214262-88-1, name is Methyl 2-(2-chloro-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 214262-88-1.

Example 25. 2-(2-chloro-4-fluorophenyl)- 6-methoxy -8-(6-methyl-7-oxo-6,7-dihydro- -pyrrolo[2,3-c]pyridin-4-yl)-2H-l,4-benzoxazin-3(4H)-one A solution of methyl (2-chloro-4-fluorophenyl)acetate (100 mg, 0.5 mmol) (Acros Organics cat 30478) and N-bromosuccinimide (90 mg, 0.5 mmol) in carbon tetrachloride (0.7 mL) was heated to 100 C for 1 h. The reaction mixture was cooled to room temperature, filtered, and partitioned between ethyl acetate and water. The combined organic layers were washed with brine, dried over MgSC , filtered, and concentrated to afford crude methyl bromo(2-chloro-4-fluorophenyl)acetate as light yellow semi solid (120 mg, 90%).

According to the analysis of related databases, 214262-88-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; INCYTE CORPORATION; COMBS, Andrew, P.; MADUSKUIE, Thomas, P., Jr.; FALAHATPISHEH, Nikoo; WO2015/164480; (2015); A1;,
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2905-65-9, Adding some certain compound to certain chemical reactions, such as: 2905-65-9, name is Methyl 3-chlorobenzoate, 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 2905-65-9.

General procedure: Cross-Coupling of ortho-, meta-, and para-Substituted, Electron-Rich and Electron-Deficient Aryl Halides and Aryl Mesylates with Aryl Neopentylglycolboronates Catalyzed by NiIICl(1-naph-thyl)(PCy3)2/PCy3 in Anhydrous THF at 23 C; General Procedure 2In an oven-dried test tube charged with a Teflon coated stirring barwere added aryl halide or aryl mesylate (0.3 mmol), aryl neopentyl-glycolboronates (0.315 mmol), K3PO4(H2O)3.2 (191.00 ¡À 1.00 mg, 0.9mmol), and NiIICl(1-naphthyl)(PCy3)2 (11.73 ¡À 0.0510 mg, 0.015mmol, 5% catalyst loading). The test tube was brought into a N2 filledglove box (moisture level <2 ppm) through three degassing cycles andPCy3 (8.4 mg, 0.03 mmol, 10% loading) ligand was added. Distilled sol-vent (1 mL) was added inside the glove box and the test tube wassealed by a rubber septum and left stirring at 23 C. A sample was tak-en by syringe and transferred outside the glove box. The sample wasdiluted by distilled THF (0.2 mL) and filtered through a short columnof Al2O3. The filtrate was concentrated and the GC analysis was car-ried out. The reaction mixture was diluted with CH2Cl2 (2 mL), filteredthrough a layer of Al2O3, and washed with CH2Cl2 (3 1 mL). The fil-trate was collected and concentrated under vacuum. The crude prod-uct was purified by column chromatography on silica gel with EtO-Ac/hexane mixture as eluent. The reductive elimination side-productwas also isolated and characterized. 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 2905-65-9. Reference:
Article; Malineni, Jagadeesh; Jezorek, Ryan L.; Zhang, Na; Percec, Virgil; Synthesis; vol. 48; 17; (2016); p. 2795 – 2807;,
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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. 10602-06-9, name is Methyl 3-ethynylbenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. 10602-06-9

General procedure: Azide 13 (300 mumol), alkyne (750 mumol), CuSO4 (9.6 mg, 60 mumol) and sodium ascorbate (60.0 mg, 300 mumol) were dissolved in 1:1 t-BuOH/H2O (3 mL). The mixture was stirred for 2 h at rt. After the completion of the reaction, the mixture was filtered and washed with H2O (70 mL) (solid A). The filtrate was extracted with EtOAc (3 * 70 mL). The combined organic extracts were dried over anhyd MgSO4, filtered, and concentrated by rotary evaporation (residue B). The solid A and residue B were combined and purified by column chromatography to afford 8 or 9.

The synthetic route of 10602-06-9 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Song, Doohee; Park, Yunjeong; Yoon, Jieun; Aman, Waqar; Hah, Jung-Mi; Ryu, Jae-Sang; Bioorganic and Medicinal Chemistry; vol. 22; 17; (2014); p. 4855 – 4866;,
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