Month: August 2021

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 14062-25-0 as follows. name: Ethyl 2-(4-bromophenyl)acetate

Step A: Ethyl 2-(4-bromophenv0-2-methylpropanoateTo a stirred solution of ethyl 2-(4-bromophenyl)acetate (10 g, 41 mmol) in THF(80 mL) under nitrogen was added sodium hydride (4.9 g, 60 %, 123 mmol) in portions at 0 C. The resulting solution was stirred at 0 C for 30 minutes before the addition of iodomethane (17 g, 123 mmol) at 0 C. The resulting mixture was stirred at ambient temperature for additional 1 hour before the reaction was quenched with saturated NH4CI aqueous solution (20 mL) at 0 C. The solution was extracted with EtOAc(3xl00 mL). The combined organic layers were dried over sodium sulfate, filtered and concentrated in vacuo. The crude residue was purified by MPLC on silica gel (eluting with 1-2 % EtOAc/hexane) to afford the title compound as a light yellow oil. ? NMR (400 MHz, CDC13) delta 7.46 (d, J= 6.8 Hz, 2H), 7.24 (d, J= 6.8 Hz, 2H), 4.14 (q, J= 7.2 Hz, 2H), 1.58 (s, 6H), 1.20 (t, J= 7.2 Hz, 3H). MS ESI: [M+H]+ m/z 271, 273.

According to the analysis of related databases, 14062-25-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; MERCK SHARP & DOHME CORP.; BRUBAKER, Jason; DINSMORE, Christopher J.; HOFFMAN, Dawn Marie; JUNG, Joon; LIU, Duan; PETERSON, Scott; SIU, Tony; TORRES, Luis E.; ZHANG, Hongjun; WEI, Zhongyong; SHI, Feng; WO2013/40863; (2013); A1;,
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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. 35179-98-7, name is Chloromethyl ethyl carbonate, A new synthetic method of this compound is introduced below., Quality Control of Chloromethyl ethyl carbonate

Example 59: 4-{(R)-3-[Bis-(ethoxycarbonyloxymethoxy)-phosphoryl]-2-[(2-pheiiyl- thiazole^-carbony^-aminoj-propionylj-piperaziiie-l-carboxylic acid butyl ester A solution of Example 9 (100 mg) and NEt3 (0.08 mL) in DMPU (0.35 mL) was stirred for 10 min at RT. Then, NaI (35 mg) and carbonic acid chloromethyl ester ethyl ester (0.76 mg, prepared as described in WO2004092189) were added. The mixture was stirred overnight at 500C under argon. The reaction mixture was washed with H2O and the aq. phase extracted with toluene (3x). The combined org. phases were dried over Na2Stheta4 and concentrated to dryness. CC purification (EA/[CH2Cl2/Me0H 8:2] 1:0 to 3:1) gave 55 mg of the desired product. LC-MS: tR = 1.07 min; [M+H]+: 729.28.

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; ACTELION PHARMACEUTICALS LTD; CAROFF, Eva; HILPERT, Kurt; HUBLER, Francis; LEHMANN, David; MEYER, Emmanuel; RENNEBERG, Dorte; WO2010/122504; (2010); A1;,
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Application of 34837-84-8, 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. 34837-84-8, name is Methyl 2-(4-fluorophenyl)acetate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

5A. methyl 2-(4-fluorophenyl)-3-(4-(methylsulphonyl)phenyl)-3-oxopropanoate. A solution of methyl 2-(4-fluorophenyl)acetate (2.35 g, 14 mmol) in THF (15 ML), at -78 °C, was treated dropwise with 1 N lithium bis(trimethylsilyl)amide (14 ML, 14 mmol).. After 15 minutes a suspension of 4-(methylsulphonyl)benzoyl chloride (3.3 g, 15 mmol) in THF (25 ML) was added in portions.. The reaction mixture was stirred for 60 minutes at -78 °C and at 0 to 5 °C for 12 hours.. The mixture was quenched with 10percent citric acid, the THF removed in vacuo, and the residue triturated with hexanes to provide the desired product as a solid (yield: 3.4 g; 69percent). MS (DCI-NH3) m/z 368 (M+H)+; 1H NMR (300 MHz, DMSO-d6) delta 3.27 (s, 3H), 3.69 (s, 3H), 6.35 (s, 1H), 7.21 (m, 2H), 7.44 (m, 2H), 8.06 (d, J = 9 Hz, 2H), 8.25 (d, J = 9 Hz, 2H).

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-(4-fluorophenyl)acetate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ABBOTT LABORATORIES; EP1206474; (2004); B1;,
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Application of 18927-05-4, These common heterocyclic compound, 18927-05-4, name is Methyl 3-Methoxyphenylacetate, 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: 1.4mmol of 5-amino-1-substituted-4-carboxamide-1H-imidazole (1) was dissolved in 10mL of absolute methanol. Then 5.6mmol of the appropriate ester isadded into this solution. This mixture was added in 10mL ofmethoxide-methanol solution prepared from sodium (0.15 g, 6.3mmol) and 10mL of absolute methanol. The mixture was refluxed for 15-20 h. After cooling, the solvent was evaporated off and the residue was taken into ethyl acetate. The organic phase was dried over Na2SO4 and evaporated. And the residue was purified via silica gel chromatography(eluent: the mixture of ethyl acetate and methanol) to obtainthe pure product (2a-2q).

Statistics shows that Methyl 3-Methoxyphenylacetate is playing an increasingly important role. we look forward to future research findings about 18927-05-4.

Reference:
Article; Yuan, Wei; Zhao, Xin-Yun; Chen, Xi; Zhan, Chang-Guo; Journal of Chemistry; vol. 2016; (2016);,
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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. 3469-00-9, name is Methyl Diphenylacetate, This compound has unique chemical properties. The synthetic route is as follows., name: Methyl Diphenylacetate

(2) Preparation of 2,2-diphenylethanol To a 500mL three-opening flask was slowly added a solution of diisobutylaluminum hydride in toluene (282mL, 1mol/L) at -30C. After stirring, to the resulting mixture was slowly added a solution of methyl 2,2-diphenylacetate (21g, 92.8mmol) in dichloromethane dropwisely. After the completion of dropwise addition, the reaction was conducted at 25 C for 12 hours. After the completion of reaction monitored by TLC, to the resulting mixture was slowly added methanol (10mL), dichloromethane (100mL) and an aqueous sodium hydroxide solution (100mL, 1mol/L) at -20C. After the completion of reaction, to the reaction solution was added dichloromethane for extraction. The organic phase was washed with water, dried over anhydrous sodium sulfate, and evaporated to remove the solvent to produce 2,2-diphenyl ethanol (17 g) in a yield of 92.4 %.

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 3469-00-9.

Reference:
Patent; Xuanzhu Pharma Co., Ltd.; ZHANG, Hui; FAN, Mingwei; SUN, Liang; EP2703398; (2014); A1;,
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Application of 99974-66-0, 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. 99974-66-0 name is Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate, 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.

a) Diethyl 3-[(methylsulfonyl)oxy]-1,1-cyclobutanedicarboxylate A solution of diethyl 3-hydroxy-1,1-cyclobutanedicarboxylate (0.268 g, 0.00116 mol) in pyridine (7 mL) was cooled to 0 C. Methanesulfonyl chloride (0.11 mL, 0.160 g, 0.00140 mol) was added dropwise, keeping the temperature below 2 C. The mixture was stirred for four hours, and then poured into ice water (20 mL) and extracted with ethyl ether (2*10 mL). The combined organic layers were washed with water (3*10 mL) and brine (10 mL). The organic layer was dried over magnesium sulfate and the solvent was removed in vacuo to give diethyl 3-[(methylsulfonyl)oxy]-1,1-cyclobutanedicarboxylate (0.302 g, 0.00102 mol) as a yellow oil.: 1H NMR (CDCl3, 400 MHz) 5.08-5.11 (m, 1H), 4.23 (q, 4H), 3.01 (s, 3H), 2.98-3.03 (m, 2H), 2.81-2.86 (m, 2H), 1.27 (t, 6H).

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Diethyl 3-hydroxycyclobutane-1,1-dicarboxylate, and friends who are interested can also refer to it.

Reference:
Patent; Abbott Laboratories; US6921763; (2005); B2;,
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These common heterocyclic compound, 13412-12-9, name is Methyl 3-(methylamino)but-2-enoate, 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. category: esters-buliding-blocks

To 3- methylamino-but-2-enoic acid methyl ester (5.Og, 39.1mmol) in THF (7OmL) was added pyridine (3.7mL). The mixture was cooled to O0C, and 4-bromobenzoyl chloride (8.55g, 39.1mmol) in THF (3OmL) was added dropwise over 2 minutes. The reaction was warmed to room temperature over 1 hour and then stirred at room temperature overnight. Aqueous work-up gave the title compound.

The synthetic route of Methyl 3-(methylamino)but-2-enoate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AMIRA PHARMACEUTICALS, INC.; HUTCHINSON, John Howard; SEIDERS, Thomas Jon; WANG, Bowei; ARRUDA, Jeannie M.; ROPPE, Jeffrey Roger; PARR, Timothy; WO2010/141761; (2010); A2;,
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Synthetic Route of 69812-51-7, These common heterocyclic compound, 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, 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.

Step 30c: Methyl 4-(N-(5-((5-tert-butyloxazol-2-yl)methylthio)thiazol-2-yl)sulfa- moyl)benzoate (Compound 1404)A mixture of 0108 (0.27 g, 1 mmol), 1403 (0.23 g, 1 mol) in pyridine (10 ml) was stirred at 0C for 3 h. Water was added to afford the crude product. The crude product was purified by flash column chromatography (EtOAc: petroleum ether = 1 : 10) to afford the pure product 1404 (0.35 g, 76 %): LCMS: 468 [M+l]+. 1H NMR (400MHz, DMSO-d6) delta 1.16 (s, 9H), 3.88 (s, 3H), 4.13 (s, 2H), 6.94 (s, IH), 7.91 (d, J= 5.1 Hz, 2H), 8.12 (d, J= 5.1 Hz, 2H), 12.06 (s, IH).

The synthetic route of 69812-51-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; CURIS, INC.; WO2009/36016; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Related Products of 18358-63-9,Some common heterocyclic compound, 18358-63-9, name is Methyl 4-(methylamino)benzoate, molecular formula is C9H11NO2, 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.

Part D: To the mixture of the product from Step C (412.0 mg, 2.5 mmol) and Et3N (0.5 mL) in CH2Cl2 at 0 C. was added chloroacetyl chloride (0.24 mL, 3.0 mmol) and DMAP (15 mg). After stirring at this temperature for 1.5 hr, the reaction mixture was washed with water and brine and dried over MgSO4. The residue was purified by chromatography on silica gel (20% ethyl acetate in hexane) to give the desired product as a white solid. LC/MS ESI found: (M+1)+=242.3.

The synthetic route of 18358-63-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Pinto, Donald J.P.; Han, Wei; Hu, Zilun; Qiao, Jennifer; US2003/232804; (2003); A1;,
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Electric Literature of 680-65-9,Some common heterocyclic compound, 680-65-9, name is Diethyl difluoromalonate, molecular formula is C7H10F2O4, 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.

In a dry 25 mL round bottom flask under an Ar atmosphere, NaOEt (9.71 mL, 26.0mmol) in EtOH (21 % weight) and diethyl-2,2-difluoromalonate (2.55 g, 13.0 mmol) werestirred at rt for 10 mm. A solution of Example id (554 mg, 1.30 mmol) in EtOH (6.00mL) was added dropwise and the reaction was stirred at rt over 18 hrs. The EtOH wasremoved in vacuo and the crude oil was dissolved in 1 M HC1 (10 mL). The aqueoussolution was extracted with EtOAc (20 mL x 3), and the combined organics were washedwith aq NaC1 (20 mL), dried over Na2SO4, filtered into a round bottom flask andconcentrated in vacuo to give the title compound as a crude brown oil (749 mg, 1.30mmol). MS (ESI) 576.0 [M+H]+.

The synthetic route of 680-65-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; EXELIXIS PATENT COMPANY LLC; KICK, Ellen, K.; BODAS, Mandar; MOHAN, Raju; BUSCH, Brett, B.; AVERBUJ, Claudia; VALENTE, Meriah; WURTZ, Nicholas; RAO, Prasanna Savanor, Maddu; SHETTY, Jeevanprakash; VENU, Alla; WO2014/152738; (2014); A1;,
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