Tag: M.W=100-200

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. 1195768-18-3, name is Methyl 3-amino-2-fluorobenzoate, This compound has unique chemical properties. The synthetic route is as follows., category: esters-buliding-blocks

General procedure: To a solution of PTMA (1d) (29.0 mg, 0.10 mmol) and aminobenzoates 2 (1.5 mmol or 0.20 mmol) in DMF (1.0 mL) at room temperature were added Et3N or pyridine (0.42 mmol) and HATU(76.1 mg, 0.20 mmol). The mixture was stirred at room temperature overnight and monitored by TLC. Then brine (10 mL) was added.The resulting mixture was extracted with EtOAc (3 5.0 mL), andthe combined organic portions were dried over anhydrous sodium sulfate and concentrated in vacuo. compounds 3 were finally prepared through flash column chromatography (eluent: EtOAc/lightpetroleum ether 1:20e5:1).

According to the analysis of related databases, 1195768-18-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Qiu, Lin; Tian, Kai; Pan, Jian; Jiang, Lin; Yang, Hu; Zhu, Xiangcheng; Shen, Ben; Duan, Yanwen; Huang, Yong; Tetrahedron; vol. 73; 6; (2017); p. 771 – 775;,
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These common heterocyclic compound, 335599-07-0, name is Ethyl 3-oxa-bicyclo[3.1.0]hexane-6-carboxylate, 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. name: Ethyl 3-oxa-bicyclo[3.1.0]hexane-6-carboxylate

Production Example 11-2(3-Oxa-bicyclo[3.1.0]hex-6-yl)methanol diastereomer 1 3-Oxa-bicyclo[3.1.0]hexane-6-carboxylic acid ethyl ester diastereomer 1 (10 g, 64.1 mmol) was dissolved in TIM (100 mL), and to the mixture, was added dropwise a 0.99M toluene (180 mL, 178 mmol) solution of DIBAL while cooling on ice, and stirred at room temperature for one hour. To the reaction mixture, were added a small amount of water and ethyl acetate, and the mixture was filtered with Celite, washed with ethyl acetate, and then the filtrate was distilled off under reduced pressure, and the residue was purified by column chromatography (heptane:ethyl acetate to 75% ethyl acetate) to obtain the title compound (2.6 g, 228 mmol) as a colorless oil.1H-NMR (CDCl3) delta: 1.10 (dt, J=3.6 Hz, 6.8 Hz, 1H), 1.53-1.56 (m, 2H), 3.53 (d, J=6.8 Hz, 2H), 3.70 (d, J=8.0 Hz, 2H), 3.88 (d, J=8.4 Hz, 2H)Production Example 11-3(3-Oxa-bicyclo[3.1.0]hex-6-yl)methanol diastereomer 2 From 3-oxa-bicyclo[3.1.0]hexane-6-carboxylic acid ethyl ester diastereomer 2 (5 g, 32.1 mmol), the title compound (2.1 g, 18.4 mmol) was obtained as a colorless oil according to the same procedure as in (3-oxa-bicyclo[3.1.0]hex-6-yl)methanol diastereomer 1.1H-NMR (CDCl3) delta: 1.23 (t, J=3.6 Hz, 1H), 1.80 (d, J=3.6 Hz, 2H), 3.79 (d, J=7.6 Hz, 2H), 3.91 (m, 4H)

The synthetic route of Ethyl 3-oxa-bicyclo[3.1.0]hexane-6-carboxylate has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Eisai R&D Management Co., Ltd.; US2011/86882; (2011); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

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. 2475-81-2, name is Methyl 2-amino-4-fluorobenzoate, A new synthetic method of this compound is introduced below., Safety of Methyl 2-amino-4-fluorobenzoate

Example 14A methyl 2-(benzylamino)-4-fluorobenzoate Methyl 2-amino-4-fluorobenzoate (0.90 g), benzaldehyde (0.54 mL), sodium triacetoxyborohydride (1.58 g) and acetic acid (0.3 mL) in CH2Cl2 (20 mL) were stirred for 3 hours. The reaction was quenched with methanol, concentrated, and chromatographed on silica gel with 5% ethyl acetate/hexanes.

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; ABBOTT LABORATORIES; US2010/184750; (2010); 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. 27492-84-8, name is Methyl 4-amino-2-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H11NO3

A solution of 1-({5-chloro-2-[(2-methylpropyl)oxy]phenyl}methyl)-5-methyl-1 H-pyrazole-3- carboxylic acid (807 mg), methyl 4-amino-2-methoxybenzoate (453 mg), N-(3- dimethylaminopropyl)-N’-ethylcarbodiimide hydrochloride (516 mg) and 1- hydroxybenzotriazole hydrate (406 mg) in dichloromethane (10 ml) and dimethylformamide (10 ml) was stirred at ambient temperature for 24 hours. Ethyl acetate (60 ml) was added and the mixture washed with water (60 ml), saturated sodium bicarbonate solution (25 ml) and brine (2 x 20 ml), dried (MgSO4) and concentrated in vacuo. The residue was purified by SP4 Biotage chromatography using 5 to 40percent ethyl acetate in hexane to afford the title compound (738 mg, 61percent) as a white foamy solid. LC/MS [MH+] = 486/488, RT = 3.70 min.

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 27492-84-8.

Reference:
Patent; GLAXO GROUP LIMITED; WO2006/114313; (2006); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

These common heterocyclic compound, 4224-69-5, name is Methyl 2-(bromomethyl)acrylate, 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. Formula: C5H7BrO2

General procedure: To a 20 mL two-necked round-bottom flask attached with areflux condenser were added V-65 (25 mg, 0.1 mmol) and K2CO3(138 mg, 1.0 mmol), and this flask was purged with argon.Then, 1-nonanal (1a, 71 mg, 0.5 mmol), methyl 2-(bromomethyl)acrylate (2a, 269 mg, 1.5 mmol), and degassedbenzene (5 mL) were added. The mixture was stirred at 60 C for1 h. The reaction mixture was filtered through a short plug ofCelite, and the filtrate was concentrated under reduced pressure.The residue was purified by flash column chromatographyon SiO2 (hexane/EtOAc = 1:0 to 30:1) and preparative HPLC(chloroform) to give methyl 2-methylene-4-oxododecanoate(3b, 101 mg, 84%).

The synthetic route of Methyl 2-(bromomethyl)acrylate has been constantly updated, and we look forward to future research findings.

Reference:
Article; Kippo, Takashi; Kimura, Yuki; Ueda, Mitsuhiro; Fukuyama, Takahide; Ryu, Ilhyong; Synlett; vol. 28; 14; (2017); p. 1733 – 1737;,
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Application of 105-53-3, A common heterocyclic compound, 105-53-3, name is Diethyl malonate, molecular formula is C7H12O4, 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: In an atmosphere controlled glovebox, Cu(OTf)2 (398 mg, 1.10 mmol, 2.20 equiv.), arylboroxine (0.330 mmol, 0.670 equiv.), and CsOAc (106 mg, 0.550 mmol, 1.10 equiv.) were added sequentially to a 2 dram vial charged with a stir bar. The sp3-carbon nucleophile (0.500 mmol, 1.00 equiv.) and triethylamine (0.210 mL, 1.50 mmol, 3.00 equiv.) were added as a solution in anhydrous 1,2-DCE (1.20 mL). Additional 1,2-DCE (2¡Á0.5 mL) was used to quantitatively transfer the solution to the reaction mixture. The vial was sealed with a PTFE-lined cap and stirred outside the glovebox at 30 C. Reaction progress was generally monitored by GC-FID using n-dodecane as an internal standard. Unless otherwise noted, reactions were quenched after 36-48 hours, when >95% conversion of sp3-carbon nucleophile was reached. The reaction was quenched with 5 mL of brine and extracted with EtOAc (4¡Á10 mL). The organic layer was then washed with 5 mL brine and dried with Na2SO4, and the solvent was removed by vacuum. The crude residue was purified by flash silica gel chromatography. Note: the order of addition of reagents is important for achieving optimal yields.

The synthetic route of 105-53-3 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; The Governors of the University of Alberta; LUNDGREN, Rylan; MOON, Patrick; (56 pag.)US2018/186721; (2018); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 73368-41-9, A common heterocyclic compound, 73368-41-9, name is Ethyl 4-amino-3-methoxybenzoate, molecular formula is C10H13NO3, 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.

[0554j Ethyl 4-amino-3-methoxybenzoate (5-C) (3 g, 15.37 mmol) was dissolved in MeCN (10 mL), K2C03 (5.310 g, 38.43 mmol) and ethyl bromide (3.350 g, 30.73 mmol) were added. The solution was stirred at 100C for 24 h in a 30 mL of autoclave. The mixture was filtered and the filtrate was concentrated to afford ethyl 4-(diethylamino)-3- methoxybenzoate (5-D) (392 mg).

The synthetic route of 73368-41-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; WO2014/31784; (2014); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 685-88-1, name is Diethyl fluoromalonate, 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 685-88-1, Computed Properties of C7H11FO4

Example 4 4,6-Dihydroxy-5-fluoropyrimidine 30% sodium methoxide in methanol (63.0 g, 0.35 mol) are rapidly admixed with formamide (33.75 g, 0.75 mol) and the mixture is heated to reflux temperature. At reflux, ethyl fluoromalonate (17.8 g, 95.0 mmol, content: about 95%) is then added over a period of 200 min, and the mixture is stirred at reflux temperature for a further 3 h. The suspension is concentrated completely under reduced pressure, the residue is dissolved in water (65 ml) and the pH of the solution is adjusted to pH 1 using 30% HCl. The resulting precipitate is then filtered off with suction and dried at 100 C. under reduced pressure overnight. This gives 4,6-dihydroxy-5-fluoropyrimidine (12.1 g, content (HPLC-STD): 90.2%; 88.3% of theory) as a solid.

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

Reference:
Patent; Bayer Aktiengesellschaft; US6255486; (2001); B1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Electric Literature of 610-96-8, These common heterocyclic compound, 610-96-8, name is Methyl 2-chlorobenzoate, 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: 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. The synthetic route of 610-96-8 has been constantly updated, and we look forward to future research findings. Reference:
Article; Malineni, Jagadeesh; Jezorek, Ryan L.; Zhang, Na; Percec, Virgil; Synthesis; vol. 48; 17; (2016); p. 2795 – 2807;,
Ester – Wikipedia,
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Synthetic Route of 64123-77-9, 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. 64123-77-9, name is Methyl 2-(3-fluorophenyl)acetate, This compound has unique chemical properties. The synthetic route is as follows.

Example 21: (R)-3-[l-(3-Fluoro-phenyl)-cycloheptanecarbonyloxy]-l-(5-phenyl- [l,3,4]oxadiazol-2-ylmethyl)-l-azonia-bicyclo[2.2.2]octane chloride a) 2-But-3-enyl-2-(3-fluoro-phenyl)-hex-5-enoic acid methyl ester (3-Fluoro-phenyl)-acetic acid methyl ester (4.30 g) was dissolved in tetrahydrofuran (20 mL) and cooled to -78C. Lithium zs(trimethylsilyl)amide (25.6 mL, IM THF solution) was added and the solution was stirred for 30 minutes. 4-Bromo-but-l-ene (2.60 mL) was added and the reaction was allowed to warm to room temperature and stirred for an hour. The reaction was again cooled to -78C. Lithium zs(trimethylsilyl)amide (25.6 mL, IM THF solution) was added and the solution was stirred for 30 minutes. 4-Bromo-l-butene (2.60 mL) was added and the reaction was allowed to warm to room temperature and stirred for an hour. The reaction was again cooled to -78C and further aliquots of Lithium zs(trimethylsilyl)amide (25.6 mL, IM THF solution) and 4-bromo-l-butene (2.60 mL) were added following the procedure outlined above. After stirring overnight, water (20 mL) was added and the reaction mixture extracted with diethyl ether (2 x 60 mL). The combined organic extracts were dried with magnesium sulfate and evaporated. The resulting liquid was purified by column chromatography on silica eluting with ethyl acetate / iso hexane (1 / 99) to afford the sub-titled compound (5.0 g).m/e 277 [M+H]+

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

Reference:
Patent; ASTRAZENECA AB; ARGENTA DISCOVERY Ltd.; FORD, Rhonan; WO2009/139709; (2009); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics