The origin of a common compound about 344-14-9

Statistics shows that Dimethyl 2-fluoromalonate is playing an increasingly important role. we look forward to future research findings about 344-14-9.

344-14-9, Name is Dimethyl 2-fluoromalonate, 344-14-9, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

General procedure: In a 50 mL two-necked flask containing dichloromethane (10 mL) were added the amine (17 mmol) followed by the aldehyde (15 mmol) and the resulting reaction mixture was allowed to stir at rt for 2 h, before the fluorinated dicarbonyl system (10 mmol) was added. The reaction mixture was stirred at rt for 16 h, evaporated and the residue dissolved in dichloromethane (20 mL), washed with distilled water (2¡Á20 mL), dried over magnesium sulfate and evaporated, to give the desired product. Further purification by distillation or column chromatography eluting from hexane/ethyl acetate was carried out when appropriate. Analytical and spectroscopic data for each individual compound are listed below. For NMR data only resonances of one diastereoisomer or conformer is given for clarity.

Statistics shows that Dimethyl 2-fluoromalonate is playing an increasingly important role. we look forward to future research findings about 344-14-9.

Reference:
Article; Lisse, Etienne; Sandford, Graham; Journal of Fluorine Chemistry; vol. 206; (2018); p. 117 – 124;,
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The important role of Trimethyl methanetricarboxylate

According to the analysis of related databases, 1186-73-8, the application of this compound in the production field has become more and more popular.

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 1186-73-8 as follows. 1186-73-8

Step 11; 8-fluoro-4-hvdroxv-9-methyl-2-oxo-l,2,5,6,7,9- hexahydropyrido [3′,2′ :6,7] cyclohepta [l,2-f]indole-3-carboxylic acid The N-(10-fluoro-l-methyl-6,7,8,9-tetrahydrocyclohepta[f]indol-5(lH)-ylidene)-2- methylpropan-2-amine obtained above (ca. 2.22 mmol) and trimethyl methanetricarboxylate (0.72 g, 3.79 mmol) were mixed together in Ph20 (5 mL). With stirring, the mixture was placed onto a pre-heated heat block at 230 C and heated for 10 min. The reaction mixture was cooled to room temperature. The precipitate was filtered, then washed with ether, to give a crude product (22 mg, 3%) which was used directly in the next step without further purification. LC-MS 357.1 [M+H]+, RT 1.38 min.

According to the analysis of related databases, 1186-73-8, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PTC THERAPEUTICS, INC.; BRANSTROM, Arthur; JOSYULA, Vara Prasad, Venkata Nagendra; ARNOLD, Michael, Andrew; GERASYUTO, Aleksey, I.; KARP, Gary; WANG, Jiashi; WO2013/33228; (2013); A1;,
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Continuously updated synthesis method about Dimethyl 2-fluoromalonate

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344-14-9, 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. 344-14-9, name is Dimethyl 2-fluoromalonate, A new synthetic method of this compound is introduced below.

(8R, 8S)-3-Fluoro-2-hydroxy-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4H- pyrimido[1 ,2-a]pyrimidin-4-one can be prepared in the following way. 5.6 g of sodium methoxide are added to a suspension of 7 g of (4R,4S)-4-(trifluoromethyl)-1 ,4,5,6-tetrahydropyrimidin-2-ylamine hydrochloride in 35 ml of dimethyl fluoropropanedioate. After stirring the suspension for 3 hours at a temperature of 100C, the medium obtained is concentrated to dryness under reduced pressure. The residue is taken up in diethyl ether and then dried with suction under vacuum. The solid obtained is taken up in 14 ml of water, and the resulting mixture is cooled in ice, before acidification to pH 5-6 by addition of concentrated hydrochloric acid (25%). After 2 hours of stirring at a temperature of 0C and then overnight at a temperature of about 20C, the suspension is filtered and then the solid is dried with suction and dried under vacuum over P2O5. 6.5 g of (8R, 8S)-3- fluoro-2-hydroxy-8-(trifluoromethyl)-6,7,8,9-tetrahydro-4H-pyrimido[1 ,2- a]pyrimidin-4-one are obtained in the form of a yellow powder, the characteristics of which are the following: Mass spectrum (method A) (ES +/-) [M+H]+: m/z 254; [M-H]-: m/z 252; Tr (min) = 0.28

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Reference:
Patent; SANOFI; EL-AHMAD, Youssef; FILOCHE-ROMME, Bruno; LETALLEC, Jean-Philippe; MARCINIAK, Gilbert; RONAN, Baptiste; VIVET, Bertrand; WO2013/190510; (2013); A2;,
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Extracurricular laboratory: Synthetic route of 4341-76-8

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, 4341-76-8, other downstream synthetic routes, hurry up and to see.

A common compound: 4341-76-8, name is Ethyl 2-butynoate, belongs to esters-buliding-blocks compound, it can change the direction of chemical reaction, and react with certain compounds to generate new functional products. A new synthetic method of this compound is introduced below. 4341-76-8

General procedure: In a two neck rbf was stirred a mixture of Pd(OAc)2 (275 mg,1.22 mmol) and TDMPP (540 mg, 1.22 mmol) in benzene (30 ml)for 15 min at rt under nitrogen. To this mixture was added ethyl-2-butynoate 7 (2.84 ml, 24.48 mmol) and the resulting mixturewas further stirred for 10 min at rt. Next, ethynylbenzene 4a(2.50 g, 24.48 mmol) was added to this solution and the mixturewas stirred for 5-10 min until reaction was completed. Theworkup of reaction was performed by evaporating the solvent invacuum followed by column chromatography (Hexane:EtOAc = 100:1) to give the desired compound 8a (2.62 g);

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, 4341-76-8, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Singh, Sarbjit; Goo, Ja-Il; Noh, Hyojin; Lee, Sung Jae; Kim, Myoung Woo; Park, Hyejun; Jalani, Hitesh B.; Lee, Kyeong; Kim, Chunsook; Kim, Won-Ki; Ju, Chung; Choi, Yongseok; Bioorganic and Medicinal Chemistry; vol. 25; 4; (2017); p. 1394 – 1405;,
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The important role of 1195768-18-3

The synthetic route of 1195768-18-3 has been constantly updated, and we look forward to future research findings.

1195768-18-3, A common heterocyclic compound, 1195768-18-3, name is Methyl 3-amino-2-fluorobenzoate, molecular formula is C8H8FNO2, 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.

To the reaction flask were added methyl 2-fluoro-3-aminobenzoate (20 g, 118.23 mmol), bromomethylcyclopropane (20.75 g, 153.70 mmol), N,N-dimethylformamide (200 mL) , stirred under reflux for 16 h, monitored by TLC to reactionWhen not in progress, turn off the heat and end the reaction. After the reaction mixture was cooled to room temperature, water (200 mL) was added, and the mixture was evaporated.Purification by column chromatography (eluent: petroleum ether: ethyl acetate = 10:1) afforded pale-yellow liquid product 2-fluoro-(3-(cyclopropylmethyl)amino)benzoic acid methyl ester (13 g, yield 49.39%).

The synthetic route of 1195768-18-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Shanghai Taihe International Trade Co., Ltd.; Lv Liang; Liu Jiyong; Xiang Juncheng; Ma Wenjing; Zhou Liqi; Hou Shuang; Ni Jueping; Li Zongcheng; (56 pag.)CN108586279; (2018); A;,
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Application of 58101-60-3

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

58101-60-3, The chemical industry reduces the impact on the environment during synthesis 58101-60-3, name is Methyl 3-cyclopentenecarboxylate, I believe this compound will play a more active role in future production and life.

EXAMPLE 39 (+-) Methyl 3-Butyl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-5-carboxylate (45, Scheme 9, Ester Group and Isooxazoline Ring are cis to Each Other), and (+-) Methyl 3-Butyl-4,5,6,6a-tetrahydro-3aH-cyclopenta[d]isoxazole-5-carboxylate. (46, Scheme 9, Ester Group and Isooxazoline Ring are trans to Each Other) To a refluxing solution of methyl 3-cyclopenten-1-carboxylate 43 (10.21 g, 80.9 mmol) and phenyl isocyanate (17.5 mL, 161 mmol) in dry benzene (50 mL) was added dropwise, a mixture of 1-nitropentane (10.8 mL, 87.8 mmol) and Et3N (20 drops) in dry benzene (30 mL) over a period of 1 h. The mixture was heated at reflux for an additional hour. The solids were removed by filtration, and washed with Et2O. The combined filtrate was concentrated to yield orange oil, which was purified by flash chromatography (silica gel, 0 to 50% ethyl acetate in hexanes).

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

Reference:
Patent; BioCryst Pharmaceuticals, Inc.; US6562861; (2003); B1;,
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Extended knowledge of Sodium 3-methoxy-3-oxopropane-1-sulfinate

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.

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. 90030-48-1, name is Sodium 3-methoxy-3-oxopropane-1-sulfinate, A new synthetic method of this compound is introduced below., 90030-48-1

Cu(I)I (570 mg, 3.02 mmol) was added to a solution of 4-((8-(6-bromo-4- methylbenzo[d]thiazol-2-yl)-8-azabicyclo[3.2.l]octan-3-yloxy)methyl)-5-cyclopropyl-3-(2- (trifluoromethoxy)phenyl)isoxazole_(960 mg, 1.51 mmol), sodium 3-methoxy-3-oxopropane- 1-sulfinate (790 mg, 4.54 mmol ) and L-proline (174 mg, 1.51 mmol) in dimethylsulfoxide (20 ml) at room temperature and the resulting mixture warmed to 130 C. After 16 h, water and ethyl acetate were added and the mixture filtered through celite. The filtrate was then washed with cold water, brine, dried over anhydrous Na2S04, filtered, concentrated under reduced pressure and purified by flash column chromatography using silica gel 100-200 mesh, eluting with 0-65% ethyl acetate in petroleum ether to afford the titled compound (0.25 g, 25 %) as a solid. LC-MS: 2.57 mins, [M+H]+ 706

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; INORBIT THERAPEUTICS AB; SHARMA, Rajiv; BENTHEM, Lambertus; JUDKINS, Robert; (69 pag.)WO2020/33382; (2020); A1;,
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Discovery of Methyl 3-fluorobenzoate

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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. 455-68-5, name is Methyl 3-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., 455-68-5

General procedure: Compounds 6a-t were synthesized from substituted benzoic acid via six steps according to the literature method as described. Various substituted benzoic acids 1a-t were treated with SOCl2 to give compounds 2a-t, which were reacted with CH3OH and EtN3 in CH2Cl2 at 0 to afford compounds 3a-t. Compounds 4a-t were prepared by the reaction of compounds 3a-t, hydrazine hydrate in CH3OH under reflux condition about 5h. Subsequently, compounds 5a-t were obtained by reaction of compounds 4a-t with CS2 and KOH in CH3OH. Compounds 6a-t were obtained by the cyclization reaction of compounds 5a-t in the presence of HCl at 0-5¡ãC.

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:
Article; Li, Liangjing; Ding, Hao; Wang, Baogang; Yu, Shichong; Zou, Yan; Chai, Xiaoyun; Wu, Qiuye; Bioorganic and Medicinal Chemistry Letters; vol. 24; 1; (2014); p. 192 – 194;,
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Discovery of 653-92-9

Statistics shows that Methyl 2-bromo-4-fluorobenzoate is playing an increasingly important role. we look forward to future research findings about 653-92-9.

653-92-9, Name is Methyl 2-bromo-4-fluorobenzoate, 653-92-9, belongs to esters-buliding-blocks compound, is considered to be a conventional heterocyclic compound, which is widely used in drug synthesis. The chemical synthesis route is as follows.

EXAMPLE 1C methyl 4-fluoro-2-phenoxybenzoate; Methyl 2-bromo-4-fluorobenzoate (1 g), phenol (0.565 g), cesium carbonate (1.96 g), copper(I) triflate toluene complex (0.087 g), and ethyl acetate (0.034 mL) in toluene (12 mL) was stirred at HO0C for 24 hours. The reaction was cooled and chromatographed on silica gel with 5% ethyl acetate/hexanes.

Statistics shows that Methyl 2-bromo-4-fluorobenzoate is playing an increasingly important role. we look forward to future research findings about 653-92-9.

Reference:
Patent; ABBOTT LABORATORIES; BRUNCKO, Milan; DING, Hong; DOHERTY, George, A.; ELMORE, Steven, W.; HASVOLD, Lisa; HEXAMER, Laura; KUNZER, Aaron, R.; MANTEI, Robert, A.; MCCLELLAN, William, J.; PARK, Chang, H.; PARK, Cheol-min; PETROS, Andrew, M.; SONG, Xiaohong; SOUERS, Andrew, J.; SULLIVAN, Gerard, M.; TAO, Zhi-fu; WANG, Gary, T.; WANG, Le; WANG, Xilu; WENDT, Michael, D.; WO2010/65865; (2010); A2;,
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Brief introduction of 4897-84-1

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 4897-84-1.

These common heterocyclic compound, 4897-84-1, name is Methyl 4-bromobutanoate, 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. 4897-84-1

STEP B: methyl 4- (nitrooxy) butanoateMethyl 4-bromobutanoate (6.0 g; 33 mmol) was dissolved in C3/4CN (120 mL) and silver nitrate (14.0 g, 82.6 mmol) was added. The reaction was heated at 80¡ãC in the dark for 4 hours. Solvent was evaporated and the crude was dissolved in EtOAc (80 ml) .Precipitate was filtered off and organic phase was washed with water (2 x 100 ml) and brine (1 x 100 ml), dried over Na2SC>4 and concentrated affording the title compound as an oil. (5.0 g, 93percent)1H-NMR (CDC13) : 4.54 (2H,t J=6.31); 3.73 (3H,s); 2.48 (2H,t J=7.15) ; 2.08 (2H,m) .

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 4897-84-1.

Reference:
Patent; NICOX S.A.; ALMIRANTE, Nicoletta; IMPAGNATIELLO, Francesco; NICOTRA, Alessia; MANDELLI, Valentino; BRAMBILLA, stefania; WO2011/101245; (2011); A1;,
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