Esters-buliding-blocks

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. 1162676-00-7, name is Methyl 4-amino-3,5-difluorobenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below. Safety of Methyl 4-amino-3,5-difluorobenzoate

EXAMPLE 5 2-[(3,5-Difluoro-4-amino)benzyl]imidazoline hydrochloride Starting with methyl-3,5-difluoro-4-amino benzoate and utilizing consecutively the procedures of Examples 1-4, affords the desired compound.

The synthetic route of 1162676-00-7 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Abbott Laboratories; US4665095; (1987); 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 4934-99-0 as follows. category: esters-buliding-blocks

Step 1: methyl 3-(l,3-dioxo-2,3-dihydro-lH-isoindol-2-yI)cyclobutane-l- carboxylate: into a 1000-mL round-bottom flask, was placed a solution of methyl 3- hydroxycyclobutane-l -carboxylate (10 g, 76.88 mmol, 1.00 eq.) in tetrahydrofuran (500 mL), 2,3-dihydro-l H-isoindole-l,3-dione (13.2 g, 89.7 mmol, 1.20 eq.), triphenyl phosphine (23.6 g, 90.0 mmol, 1.20 eq.). This was followed by the addition of DEAD (21 g, 120.6 mmol, 1.50 eq.) dropwise with stirring. The resulting solution was stirred for 3 h at room temperature. The reaction was then quenched by the addition of water. The resulting solution was extracted with 3×100 mL of ethyl acetate and the organic layers combined and dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1 : 1). This resulted in 6 g (30%) of methyl 3-(l ,3-dioxo-2,3- dihydro-l H-isoindol-2-yl)cyclobutane-l -carboxylate as a white solid. NMR (300MHz, CDC ): delta 7.85-7.81 (m, 2H), 7.75-7.70 (m, 2H), 5.09-5.03 (t, J= 8.7 Hz, 1 H), 3.32-3.29 (m, 1 H), 3.18-3.10 (m, 2H), 2.67-2.59 (m, 2H), 1.31 -1.24 (m, 3H). LC-MS: (M+H)+ = 260.

According to the analysis of related databases, 4934-99-0, the application of this compound in the production field has become more and more popular.

Reference:
Patent; PROTEOSTASIS THERAPEUTICS, INC.; BASTOS, Cecilia, M.; MUNOZ, Benito; TAIT, Bradley; (96 pag.)WO2016/105468; (2016); A1;,
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Some common heterocyclic compound, 37466-90-3, name is Ethyl 3,4-diaminobenzoate, molecular formula is C9H12N2O2, 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. HPLC of Formula: C9H12N2O2

General procedure: The mixture of ethyl 3,4-diaminobenzoate 19 (1 eq., 13.6 mmol), appropriate carboxyaldehyde (1,5 eq., 20.4 mmol) and p-toluenesulphonic acid (0,2 eq., 2.72 mmol) in toluene (150 mL) was heated at reflux with Dean-Stark apparatus for 6 h. After completion of the reaction (TLC control) the whole was concentrated and chromatographed on silica gel (heptane/ethyl acetate, gradient 0-60 % or CHCl3/MeOH 0-5 %). 4.1.14.1 Ethyl 2-(1,3-thiazol-2-yl)-1H-1,3-benzodiazole-6-carboxylate (20h) Synthesized from 19 (5,0 g, 27,7 mmol, 1 eq.) and 2-thiazolecarboxaldehyde (3,56 g, 30,5 mmol, 1,1 eq.). Solid, 7,4 g (yield 88 %). 1H NMR (300 MHz, CDCl3): delta 8.88 (d, J = 0.9 Hz, 1H), 8.01 (d, J = 3.2 Hz, 1H), 7.91 (d, J = 1.8 Hz, 1H), 7.83 (dd, J = 8.4, 1.9 Hz, 1H), 7.50 (dd, J = 3.2, 1.0 Hz, 1H), 6.75 (d, J = 8.4 Hz, 1H), 4.75 (s, 2H), 4.34 (q, J = 7.1 Hz, 2H), 1.39 (dd, J = 8.7, 5.6 Hz, 3H). API-ES: m/z 272.1 [M-H]-

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 37466-90-3, its application will become more common.

Reference:
Article; Moszczy?ski-P?tkowski, Rafa?; Majer, Jakub; Borkowska, Ma?gorzata; Bojarski, ?ukasz; Janowska, Sylwia; Mat?oka, Miko?aj; Stefaniak, Filip; Smuga, Damian; Bazyd?o, Katarzyna; Dubiel, Krzysztof; Wieczorek, Maciej; European Journal of Medicinal Chemistry; vol. 155; (2018); p. 96 – 116;,
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140-39-6, name is p-Tolyl Acetate, 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. Formula: C9H10O2

p-Tolyl acetate 2b (10 gm, 0.067 mol) was in 500 mL round bottom flask containing aluminium chloride (10.7 gm, 0.08 mol). It was heated on an oil bath at 140-150 C for 5-6 hr. The progress of the reaction was monitored by TLC using ethyl acetate:hexane as a solvent system. The reaction mixture was quenched with crushed ice and obtained solid product was extracted with ethyl acetate (2¡Á50 mL). The organic extracts were washed with brine solution (2¡Á15 mL) and dried over anhydrous sodium sulphate. The solvent was evaporated under reduced pressure to afford the corresponding crude compounds. The obtained compound 3b was recrystallized using aq. ethanol. Yield 92%. M.p. 45-48 C.

The synthetic route of 140-39-6 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Shaikh, Mubarak H.; Subhedar, Dnyaneshwar D.; Khedkar, Vijay M.; Jha, Prakash C.; Khan, Firoz A. Kalam; Sangshetti, Jaiprakash N.; Shingate, Bapurao B.; Chinese Chemical Letters; vol. 27; 7; (2016); p. 1058 – 1063;,
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Reference of 169044-96-6, 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. 169044-96-6, name is Methyl 2-amino-5-bromo-4-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of compound 35 (500 mg, 1.92 mmol) inDMF (10 mL) were added 4,4,5,5-tetramethyl-2-(3-methylbut-2-enyl)-1,3,2-dioxaborolane (452 mg,2.31 mmol), Pd(dppf)2Cl2 (140 mg, 0.19 mmol) andCs2CO3 (1253 mg, 3.85 mmol). The mixture was stirred at70 C for 24 h with the protection of N2. It was cooled to RTand diluted with water and extracted with ethyl acetate. Thecombined organic layers were washed with brine. It wasdried over Na2SO4 and filtered. The filtrate was concentratedand the residue was purified by silica gel columnchromatography eluting with cyclohexane/EA (uv254,20:1) to give pale-yellow powder 36 (198.0 mg, 43.0%). 36:1H NMR (500 MHz, CDCl3) delta 7.63 (s, 1H), 7.35 (dd, J =8.6, 4.2 Hz, 4H), 6.94 (dd, J = 24.0, 8.6Hz, 4H), 6.07 (s,1H), 5.26 (t, J = 7.3 Hz, 1H), 4.99 (s, 2H), 4.64 (dd, J =13.8, 3.5 Hz, 1H), 4.41 (s, 1H), 3.81 (s, 3H), 3.80 (s, 3H),3.19 (d, J = 7.3 Hz, 2H), 2.78 (dd, J = 16.1, 13.9 Hz, 1H),2.65 (dd, J = 16.2, 2.7 Hz, 1H), 1.72 (s, 3H), 1.69 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis Methyl 2-amino-5-bromo-4-methoxybenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Article; Yi, Jingyu; Du, Guoxin; Zhao, Yuanyuan; Zhang, Liuqiang; Li, Bo; Zhu, Weiliang; Huang, Cheng; Li, Yiming; Guo, Fujiang; Medicinal Chemistry Research; vol. 27; 7; (2018); p. 1851 – 1862;,
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Electric Literature of 87-24-1,Some common heterocyclic compound, 87-24-1, name is Ethyl 2-methylbenzoate, molecular formula is C10H12O2, 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.

Ethyl 2-methylbenzoate (2.0 g, 12.2 mmol) was dissolved in 30 ml carbon tetrachloride. N-bromosuccinimide (2.17 g, 12.2 mmol) and benzoyl peroxide (80 mg, 0.33 mmol) were added and the mixture was heated at 80?C for 4 h. The mixture was allowed to cool and was stirred at room temperature overnight. The mixture was filtered and the solvent was evaporated to give 3.0 g (11.8 mmol, 97%) of the title compound as a yellow oil. Purity 96%. 1H NMR (400 MHz, CHLOROFORM-d) delta ppm 1.43 (t, J=7.23 Hz, 3 H), 4.42 (q, J=7.29 Hz, 2 H), 4.96 (s, 2 H), 7.38 (t, J=7.42 Hz, 1 H), 7.44 – 7.55 (m, 2 H), 7.97 (d, J=7.82 Hz, 1 H). HPLC/MS (9 min) retention time 6.30 min. LRMS: m/z 243 (M+1).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route Ethyl 2-methylbenzoate, its application will become more common.

Reference:
Patent; Almirall, S.A.; EP2457900; (2012); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Synthetic Route of 50893-36-2, These common heterocyclic compound, 50893-36-2, name is 1-Chloroethyl ethyl carbonate, 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 a solution of 2-(3-{6-[2-(2,4-dicUoro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl}-phenyl)-2- methyl-propionic acid [100 mg, 0.218 mmol, Example 49(b)] in dimethylformamide (2 mL) is added 1-chloroethyl ethyl carbonate (0.053 mL, 0.392 mmol) and Cs2CO3 (142 mg, 0.436 mmol). The mixture is heated under microwave at 11O0C for 10 minutes, quenched with water, and extracted with ethyl acetate. Combined organic layers are washed with brine, dried over sodium sulfate and concentrated. The residue is subjected to silica gel chromatography eluting with 0 to 40percent EtOAc in heptane to obtain 2-(3-{6-[2-(2,4-dichloro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl}-phenyl)-2- methyl-propionic acid 1 -ethoxycarbonyloxy-ethyl ester as an oil which is treated with IM hydrogen chloride in ether affording 2-(3-{6-[2-(2lambda-dicMoro-phenyl)-ethylamino]-2-methoxy-pyrimidin-4-yl|- phenyl)-2-methyl-propionic acid 1-ethoxycarbonyloxy-ethyl ester hydrochloride [80 mg, 64percent, Example 50] as a solid. LC/MS: R7 = 2.94 minutes, MS: 576 (M+H). 1H NMR [300 MHz, (CD3)2SO]: delta 7.36 – 7.8 (7H, m), 6.64 (IH, q), 6.6 (IH, s), 4.05 (2H, q), 3.96 (3H, s), 3.68 (2H, m), 3 (2H, m); 1.57 (6H, s), 1.38 (3H, d), 1.15 (3H, t). IC50 = 4 nM

Statistics shows that 1-Chloroethyl ethyl carbonate is playing an increasingly important role. we look forward to future research findings about 50893-36-2.

Reference:
Patent; SANOFI-AVENTIS U.S. LLC; HARRIS, Keith John; WO2008/39882; (2008); 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. 5941-55-9, name is Ethyl (E)-3-Ethoxyacrylate, A new synthetic method of this compound is introduced below., Application In Synthesis of Ethyl (E)-3-Ethoxyacrylate

To a reactor was charged K3PO4 (4104 g granular, 19.3 moles), ethyl 3-amino-lH-pyrazole-4-carboxylate (2000 g, 12.9 moles), and DMF (18.8 kg) and the mixture was agitated. After 20 min, (?)-ethyl 3- ethoxyacrylate, (2230 g, 15.5 moles) was added and the mixture was heated to 110-115 C internal temperature (IT). After the reaction was judged to be complete based on consumption of starting material , heating was ceased. The mixture was allowed to stir and cool overnight. Aqueous hydrochloric acid (3 M, 13 L) was added over ~ 2 h. DI water (6 L) was added and the mixture was allowed to stir overnight. The mixture was filtered through polypropylene filter cloth (PPFC) and the residue was washed with water (3 x 5 vol, 3 x 10 L). The solid was placed in trays and oven dried under vacuum at 55 C for 3 days and then 45 C for 4 days to constant weight of (2553 g 95.6%).

The synthetic route of 5941-55-9 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ZHAO, Qian; SPENCER, Stacey; JIANG, Yutong; HAAS, Julia; EARY, Charles Todd; (335 pag.)WO2018/81417; (2018); A2;,
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Ester – an overview | ScienceDirect Topics

Synthetic Route of 35450-36-3, 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. 35450-36-3, name is Methyl 2-bromo-5-methoxybenzoate belongs to esters-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

General procedure: A sealed tube of 25 mL equipped with a magnetic stir bar was charged with alkynes (0.20 mmol), 2-bromobenzoic esters (0.22 mmol), CuI (0.02 mmol, 10 mol%), NaOH (0.4 mmol, 2 equiv) and CH3CN (1.0 mL). The reaction mixture was stirred at 100 C for 24 h. The reaction was monitored by GC or GC-MS. After completion of the reaction, the reaction mixture was cooled to room temperature, then washed with saturated NH4Cl aqueous solution (5.0 mL), and extracted with CHCl3 (3 * 5.0 mL). The combined organic phases were dried over Na2SO4 (anhydrous), concentrated in vacuum. The crude product was purified by flash column chromatography (eluent: ethyl acetate/petroleum ether = 1/20-1/10) on silica gel to afford the desired product.

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-bromo-5-methoxybenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Article; Sun, Mengli; Su, Lebin; Dong, Jianyu; Liu, Long; Zhou, Yongbo; Yin, Shuang-Feng; Tetrahedron Letters; vol. 58; 25; (2017); p. 2433 – 2437;,
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. 39149-80-9, name is tert-Butyl 2-bromopropanoate, This compound has unique chemical properties. The synthetic route is as follows., Recommanded Product: tert-Butyl 2-bromopropanoate

General procedure: A solution of NaHMDS (1.0 M in THF, 2.1 mL, 2.1 mmol) was added dropwise to the solution of 15 (R4 and R5 are methyl, 334 mg, 2.0 mmol) in THF (10 mL) at 78 C under argon. After 5 min, a solution of 16 (152 mg, 1.0 mmol) in THF (5 mL) was added dropwise. After another 5 min, the reaction was quenched with saturated ammonium chloride solution. The aqueous phase was extracted with EtOAc (3 20 mL). The combined organic layer was washed with saturated brine and dried over Na2SO4. The solvent was removed under reduced pressure

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 39149-80-9.

Reference:
Article; Li, Qing; Xiao, Fenfen; Wang, Yunxia; Hu, Xiangdong; Synthetic Communications; vol. 46; 12; (2016); p. 1062 – 1067;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics