Tag: M.W=200-300

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 773873-95-3 as follows. COA of Formula: C9H6F2O4

Step b: (2,2-Difluoro-benzo[l,3]dioxol-5-yl)-methanol; Crude 2,2-difluoro-benzo[l,3]dioxole-5-carboxylic acid methyl ester (11.5 g) dissolved in 20 mL of anhydrous tetrahydrofuran (THF) was slowly added to a suspension of lithium aluminium hydride (4.10 g, 106 mmol) in anhydrous THF (100 mL) at 0 0C. The mixture was then warmed to room temperature. After being stirred at room temperature for 1 hour, the reaction mixture was cooled to 0 0C and treated with water (4.1 mL), followed by sodium hydroxide (10% aqueous solution, 4.1 mL). The resulting slurry was filtered and washed with THF. The combined filtrate was evaporated to dryness and the residue was purified by silica gel column chromatography to give (2,2-difluoro-benzo[l,3]dioxol-5-yl)- methanol (7.2 g, 76 % over two steps) as a colourless oil.

According to the analysis of related databases, 773873-95-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; VERTEX PHARMACEUTICALS INCORPORATED; WO2008/141119; (2008); A2;,
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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. 41841-16-1, name is Methyl 2-(4-bromophenyl)acetate, A new synthetic method of this compound is introduced below., SDS of cas: 41841-16-1

To a 250 mL two-neck flask were added methyl 2-(4-bromophenyl)acetate (3.0 g, 13 mmol) and THF (50 mL), the mixture was cooled to 0 C and lithium bis(trimethylsilyl)amide in THF (32 mL, 32 mmol, 1 mol/L) was added dropwise. The resulting mixture was stirred for 10 mm and 1,4-dibromopropane (1.7OmL, l7mmol) was added. The mixture was stirred at rt for 24 hours, and saturated aqueous ammonium chloride solution was added, the resulting mixture was extracted with EA (100 mL). The organic layer was washed with saturated brine (40 mL), dried over anhydrous sodium sulfate and filtered. The filtrate was concentrated in vacuo and the residue was purified by silica gel column chromatography (PE/EtOAc (v/v) = 50/1) to give the title compound as colorless oil (2.0 g, 57%).

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; SUNSHINE LAKE PHARMA CO., LTD.; REN, Qingyun; LIU, Xinchang; HUANG, Jianzhou; ZHANG, Yingjun; GOLDMANN, Siegfried; (342 pag.)WO2019/1396; (2019); A1;,
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139102-34-4, name is Methyl 4-bromo-2-methoxybenzoate, 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. Application In Synthesis of Methyl 4-bromo-2-methoxybenzoate

[1003] (l,l’-Bis(ctiphenylphosphmo)ferroc?^ dichloromethane adduct (1.50 g) was added to a mixture of methyl 4-bromo-2-methoxybenzoate (4.50 g), potassium vmyltrifluoroborate (4.92 g), triethylamine (5.12 mL) and ethanol (30 mL), and the resultant was stirred overnight at 100C in an argon atmosphere. Water was added to the reaction mixture, extraction thereof was performed using ethyl acetate, the organic layer was dried over anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by a silica gel column chromatography (hexane/ethyl acetate), thereby obtaining the title compound (3.53 g). 1H NMR (300 MHz, CDC13) delta 3.88 (3H, s), 3.93 (3H, s), 538 (1H, d, J = 10.9 Hz), 5.84 (1H, d, J = 17.6 Hz), 6.71 (1H, dd, J = 17.6, 10.9 Hz), 6.98 (1H, s), 7.03 (1H, dd, J = 8.0, 1.4 Hz), 7.78 (l d, J = 8.0 Hz).

The synthetic route of 139102-34-4 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TAKEDA PHARMACEUTICAL COMPANY LIMITED; KASAI, Shizuo; OGINO, Masaki; MIZOJIRI, Ryo; YAMASAKI, Takeshi; HIROSE, Hideki; TAKAKURA, Nobuyuki; YAMASHITA, Tohru; MORIMOTO, Sachie; NAKAHATA, Takashi; KINA, Asato; WO2014/142363; (2014); A1;,
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Electric Literature of 1105187-36-7, 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. 1105187-36-7, name is Methyl 3-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

A solution of 3-Bromo-4-(4-trifluoromethyl-benzyl)-4H-thieno[3,2-b]pyrrole-S-carboxylic acid methyl ester (2.3 g), 4-trifluoromethybenzyl bromide (2.4 g) and Cs2CO3 (4 g) was stirred for 14 h at room temperature. The reaction mixture was then diluted with 100 ml of 1:1 hexane/EtOAc and filtered through a pad of silica gel. The filtrate was concentrated to give 4.0 g of the crude title compound which was used for the next step without further purification.

The synthetic route of Methyl 3-bromo-4H-thieno[3,2-b]pyrrole-5-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Beta Pharma Canada Inc.; YUAN, Wei, W.; (58 pag.)EP2320906; (2016); B1;,
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Reference of 6091-64-1, The chemical industry reduces the impact on the environment during synthesis 6091-64-1, name is Ethyl 2-bromobenzoate, I believe this compound will play a more active role in future production and life.

General procedure: 5mL of hydrazine monohydrate (80%) was added to a solution of intermediate 3 (5mmol) in ethanol (5mL). The reaction mixture was maintained under reflux for 5h. was then concentrated under reduced pressure and the resulting solid was collected by filtration, washed with cold water and dried to give the desired intermediate 4 as a white solid.

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, Ethyl 2-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; He, Haifeng; Xia, Hongying; Xia, Qin; Ren, Yanliang; He, Hongwu; Bioorganic and Medicinal Chemistry; vol. 25; 20; (2017); p. 5652 – 5661;,
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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. 55666-42-7, name is tert-Butyl 2-bromobenzoate, A new synthetic method of this compound is introduced below., Application In Synthesis of tert-Butyl 2-bromobenzoate

tert-Butyl 2-bromobenzoate (51 mg, 0.20 mmol) and anhydrous THF (3 mL) were put into a dried flask inside of which was substituted with argon. The mixture was cooled to -78 C., and then added with 1M sec¡¤BuLi (0.30 mmol), and the mixture was stirred for 20 minutes. The mixture was slowly added with 4,5-difluoro-3,6-diOTBDMS-Si-xanthone (5.4 mg, 0.010 mmol) dissolved in anhydrous THF (3 mL) at the same temperature, and the mixture was returned to room temperature. The mixture was stirred at room temperature for 1 hour, and then added with 2 N HCl (10 mL), and the mixture was stirred for 20 minutes. The mixture was extracted with dichloromethane, and the organic layer was washed with brine, and dried over Na2SO4. The solvent was removed, then the residue was added with TFA (3 mL), and the mixture was stirred at room temperature for 2 hours. The solvent was removed, and then the residue was purified by HPLC to obtain 2-COOH DFTM (2.2 mg, 0.054 mmol, yield 54%). 1H-NMR (300 MHz, CD3OD): delta 0.68 (s, 3H), 0.79 (s, 3H), 6.66 (d, 2H, J=8.8 Hz), 6.87 (t, 2H, J=9.2 Hz), 7.13 (d, 1H, J=7.3 Hz), 7.57-7.68 (m, 2H), 7.92 (d, 1H, J=8.1 Hz) HRMS m/z Found 411.0902, calculated 411.0864 for [M+H]+ (3.8 mmu)

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; THE UNIVERSITY OF TOKYO; Nagano, Tetsuo; Hanaoka, Kenjiro; Koide, Yuichiro; Egawa, Takahiro; Hirabayashi, Kazuhisa; US2013/289256; (2013); A1;,
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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. 5159-59-1, name is Methyl 6-amino-2-naphthoate, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C12H11NO2

To a solution of methyl 6-amino-2-naphthoate (1.2 g, 6.0 mmol, 1.0 eq) and 4-(trifluoromethyl)cyclohexanone (2.0 g, 12.0 mmol, 2.0 eq) in DCM (20 mL) were added NaBH(OAc)3 (2.6 mg, 12.0 mmol, 2.0 eq) and HO Ac (360 mg, 6.0 mmol, 1.0 eq). The mixture was stirred at rt for 16 h and washed with sat. aq. NaHC03 (30 mL). The aqueous layer was extracted with EtOAc (30 mLx2). The combined organic layers were combined and concentrated. The residue was washed with MeOH to give the title compound as a yellow solid (700 mg, yield: 30%) with cis isomer only. 1H NMR (400 MHz, CDC13) delta 8.42 (s, 1H), 7.93 (dd, /= 1.6 Hz, 9.2 Hz, 1H), 7.72 (d, /= 9.2 Hz, 1H), 7.59 (d, /= 8.0 Hz, 1H), 6.92 (d, / = 8.0 Hz, 1H), 6.78 (s, 1H), 3.94 (s, 3H), 3.83 (s, 1H), 2.22-2.05 (m, 3H), 1.85-1.60 (m, 6H); ESI-MS (M+H) +: 352.2.

According to the analysis of related databases, 5159-59-1, the application of this compound in the production field has become more and more popular.

Reference:
Patent; BIOGEN IDEC MA INC.; GUCKIAN, Kevin; KUMARAVEL, Gnanasambandam; MA, Bin; MI, Sha; SHAO, Zhaohui; SUN, Lihong; TAVERAS, Arthur; WANG, Deping; XIN, Zhili; ZHANG, Lei; WO2014/18887; (2014); A1;,
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Electric Literature of 69812-51-7, 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. 69812-51-7, name is Methyl 4-chlorosulfonylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

Methyl 4-[4-(2-Amino-4-oxo-4,7-dihydro-3H-pyrrolo[2,3-d]-pyrimidin-6-yl)-N-methyl-methylaminosulfonyl]phenyl-4-carboxylate (compound5(0086) Compound 4 (2.77 g, 10 mmol) and methyl-4-chlorosulfonylbenzenecarboxylate (2.46 g, 10.5 mmol) were dissolved in 30 mL DMF. TEA (3.03 g, 3 eq) was added and the solution was stirred for 12 hours at room temperature. The solvent was removed and silica gel plaque was made. Column separation offered a purified white powder compound 5 in 80% yields, Rf0.25 (CHCl3/CH3OH, 10/1); 1H NMR (DMSO-d6) delta 1.26 (s, 9H), 2.60 (2, 3H), 4.21 (s, 2H, 6.25 (s, 1H), 7.94 (d, 2H), 8.06 (d, 2H), 10.91 (br, 1H), 11.63 (br, 1H), 11.91 (br, 1H).

The chemical industry reduces the impact on the environment during synthesis Methyl 4-chlorosulfonylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Duquesne University of The Holy Ghost; GANGJEE, ALEEM; MATHERLY, LARRY H.; (12 pag.)US2016/229857; (2016); 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. 6279-86-3, name is Triethyl methanetricarboxylate, A new synthetic method of this compound is introduced below., name: Triethyl methanetricarboxylate

1,2,3,4-tetrahydroquinoline (1.78 g, 13.4 mmol) and triethyl methane tricarboxylate (3.1 g, 13.4 mmol) were heated at 230 C. for 30 minutes. The resulting compound is cooled to room temperature, filtered using ethyl acetate (50 mL) and MeOH (30 mL),The organics were concentrated and purified by column chromatography (ethylacetate: methanol = 49: 1) to ethyl 1-hydroxy-3-oxo-3,5,6,7-tetrahydropyrido [3,2,1-ij]quinoline-2-carboxylate (0.96 g, 3.5 mmol) was obtained.

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; Korea Research Institute of Chemical Technology; Park Cheol-min; Lee Seon-gyeong; Song Jong-hwan; (39 pag.)KR2019/67546; (2019); A;,
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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. 1190-39-2, name is malonic acid dibutyl ester, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: malonic acid dibutyl ester

EXAMPLE 4 Example 3 was repeated except the organic solvent was omitted and the mol ratio of trans 1,4-dichlorobutene-2 to di-n-butyl malonate was 2:1. Di-n-butyl 2-vinylcyclopropane-1,1-dicarboxylate was obtained in 69% yield.

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 1190-39-2.

Reference:
Patent; Emery Industries, Inc.; US4252739; (1981); A;,
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