Esters-buliding-blocks

Adding a certain compound to certain chemical reactions, such as: 443-26-5, name is Ethyl 2-fluorobenzoate, 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 443-26-5, Recommanded Product: Ethyl 2-fluorobenzoate

General procedure: A mixture of substituted ethyl benzoate 2 (10 mmol) and hydrazinehydrate (20 mmol) in ethanol was stirred at room temperaturefor 3 h and then filtered. The crude product recrystallizedfrom absolute alcohol to give 3a-l, which were used directly forthe next step. Under this same condition, the intermediate compounds 8a-d were also prepared.

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; He, Haifeng; Wang, Wei; Zhou, Yuan; Xia, Qin; Ren, Yanliang; Feng, Jiangtao; Peng, Hao; He, Hongwu; Feng, Lingling; Bioorganic and Medicinal Chemistry; vol. 24; 8; (2016); p. 1879 – 1888;,
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Application of 106896-49-5,Some common heterocyclic compound, 106896-49-5, name is Methyl 4-amino-3-bromobenzoate, molecular formula is C8H8BrNO2, 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: Tert-butyl (R)-(5-(trimethylsilyl)pent-4-yn-2-yl)carbamate (160 mg, 0.63 mmol) was added in DMF (2.5 mL) to a sealed vial containing amino-halide (0.5 mmol), sodium carbonate (106 mg, 1.00 mmol), lithium chloride (21.00 mg, 0.50 mmol) and Pd(dppf)Cl2.CH2Cl2 (14.62 mg, 0.02 mmol). The reaction was degassed for 10 min, then heated to 100 C for 4 hours. After cooling, the reaction was diluted with EtOAc and washed with water and brine. The organic was dried over Na2SO4 and evaporated, then the crude product was purified by flash silica chromatography (EtOAc / heptane). Pure fractions were evaporated to dryness to afford the indole.

The synthetic route of 106896-49-5 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Moss, Thomas A.; Lister, Andrew S.; Wang, Jimmy; Tetrahedron Letters; vol. 58; 32; (2017); p. 3136 – 3138;,
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Related Products of 179022-43-6, 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. 179022-43-6, name is Methyl 8-azabicyclo[3.2.1]octane-3-carboxylate hydrochloride, This compound has unique chemical properties. The synthetic route is as follows.

Example 6: 8-{l-[7-(cis-4-methyl-cyclohexyloxy)-8-trifluoromethyl-naphthalen-2-yl]-ethyl}-8-aza-bi cyclo[3.2.1]octane-3-carboxylic acid To a mixture of cesium carbonate (179 mg, 0.549 mmol) and 8-aza-bicyclo[3.2.1]octane-3-carboxylic acid methyl ester; HC1 salt (113 mg, 0.549 mmol) was added solution of 7-(l-bromo-ethyl)-2-(4-methyl-cyclohexyloxy)-l-trifluoromethyl-naphthalene (152 mg, 0.366 mmol) in N,N-dimethylformamide (4 mL, 50 mmol). The reaction mixture was stirred at rt for 30min, and heated at 50 C overnight. LCMS showed fairly clean Rt = 1.61min, m/z = 504.3. The mixture was diluted with MeOH, filtered to remove solid, and purified by HPLC (TFA method) to get the ester. The above ester was dissolved in MeOH (0.5mL) and THF (0.5 mL), added lithium hydroxide (0.0104 mL, 1.10 mmol) and water (0.5 mL) stirred at 50 C (hot plate) for lh. LC-MS shows the reaction was completed. Neutralized with concentarted HC1 solution, Prep HPLC gave product as a solid (32.7 mg, 18%). LCMS: Rt = 1.54 min, m/z = 490.3. 1H NMR (400 MHz, METHANOL-d4) delta 8.30 (s, 1H), 8.15 (d, J = 9.35 Hz, 1H), 8.08 (d, J = 8.47 Hz, 1H), 7.53 – 7.66 (m, 2H), 4.91 – 5.02 (m, 1H), 4.37 – 4.60 (m, 1H), 3.39 – 3.48 (m, 1H), 2.88 – 3.04 (m, 1H), 1.34 – 2.66 (m, 21H), 0.98 (s, 3H).

The chemical industry reduces the impact on the environment during synthesis Methyl 8-azabicyclo[3.2.1]octane-3-carboxylate hydrochloride. I believe this compound will play a more active role in future production and life.

Reference:
Patent; BIOGEN IDEC MA INC.; GUCKIAN, Kevin; KUMARAVEL, Gnanasambandam; MA, Bin; MI, Sha; PENG, Hairuo; SHAO, Zhaohui; SUN, Lihong; TAVERAS, Arthur; WANG, Deping; XIN, Zhili; ZHANG, Lei; WO2014/18881; (2014); 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. 178747-79-0, name is Methyl 2-fluoro-6-methoxybenzoate, This compound has unique chemical properties. The synthetic route is as follows., HPLC of Formula: C9H9FO3

Reference Example 45 2-(2-Fluoro-6-methoxyphenyl)-2-propanol To a solution of methyl 2-fluoro-6-methoxybenzoate (0.92 g) in tetrahydrofuran (12.5 mL) was added methylmagnesium iodide (3.0 mol/L diethyl ether solution, 5 mL) under ice-cooling, and the mixture was stirred at room temperature overnight. To the reaction mixture was added a saturated aqueous ammonium chloride solution, and the resulting mixture was extracted with ethyl acetate. The extract was washed with water and brine, and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on silica gel (eluent: n-hexane – n-hexane/ethyl acetate = 1/1) to give the title compound (0.8 g).

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 178747-79-0.

Reference:
Patent; Kissei Pharmaceutical Co., Ltd.; EP2143724; (2010); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Reference of 877149-10-5, 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. 877149-10-5, name is Methyl 4-bromo-2-chloro-6-methylbenzoate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of methyl 4-bromo-2-chloro-6-methylbenzoate (1, 2.0 g, 7.6 mmol) in carbon tetrachloride (20 ml) were added N-bromosuccinimide (1.6 g, 9.1 mmol) and 2,2?-azobis(2-methylpropionitrile) (0.25 g, 1.52 mmol). The reaction mixture was stirred at 80¡ã C. for 12 h and progress of the reaction was monitored by TLC. After completion, solvent was diluted with dichloromethane and the organic layer was washed with water and brine. Following separation, the organic layer was dried using sodium sulphate and concentrated under reduced pressure to afford methyl 4-bromo-2-(bromomethyl)-6-chlorobenzoate (2) as a yellow sticky liquid. Yield: 3.9 g, crude.

The chemical industry reduces the impact on the environment during synthesis Methyl 4-bromo-2-chloro-6-methylbenzoate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; EFFECTOR THERAPEUTICS, INC.; Sprengeler, Paul A.; Reich, Siegfried H.; Ernst, Justin T.; Webber, Stephen E.; (55 pag.)US2017/121339; (2017); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Application of 37746-78-4, The chemical industry reduces the impact on the environment during synthesis 37746-78-4, name is (E)-Ethyl 4-bromobut-2-enoate, I believe this compound will play a more active role in future production and life.

Into a 10-L 4-necked round-bottom flask was placed 2-bromo-4-fluorophenol (500 g, 2.62 mol, 1.00 equiv), N,N-dimethylformamide (5 L), potassium carbonate (1253 g, 9.07 mol, 3.46 equiv), and ethyl (2E)-4-bromobut-2-enoate (1010 g, 5.23 mol, 2.00 equiv). The resulting solution was stirred for 12 h at room temperature. The solids were collected by filtration. The reaction was then quenched by the addition of 15 L of water and extracted with 3×10 L of ethyl acetate. The organic layers were combined and washed with 4×20 L of brine. The mixture was dried over anhydrous sodium sulfate and concentrated under vacuum. The residue was applied onto a silica gel column with ethyl acetate/petroleum ether (1/20). The collected fractions were combined and concentrated under vacuum to give 500 g (63%) of ethyl (2E)-4-(2-bromo-4-fluorophenoxy)but-2-enoate (5) 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, (E)-Ethyl 4-bromobut-2-enoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ACTUATE THERAPEUTICS INC.; ZHANG, Yamin; (72 pag.)WO2019/32958; (2019); A1;,
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Ester – an overview | ScienceDirect Topics

Synthetic Route of 27798-60-3, 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. 27798-60-3 name is Methyl 2-Methoxyphenylacetate, 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.

General procedure: Sodium (10 mmol) was dissolved in 10 mL of absolute methanol, then 4-methylpiperazin-1-yl biguanidine x 2HCl (5 mmol) and the appropriate carboxylic acidester 2e-19e (5 mmol) were added. The reaction mixture was refluxed for 15-30h. After cooling to room temperature, water (10 mL) was added and themixture was stirred for 0.5 h. The precipitated triazine product (2-19) was separated and crystallized from methanol.

At the same time, in my other blogs, there are other synthetic methods of this type of compound, Methyl 2-Methoxyphenylacetate, and friends who are interested can also refer to it.

Reference:
Article; ?a?ewska, Dorota; Kurczab, Rafa?; Wi?cek, Ma?gorzata; Kami?ska, Katarzyna; Sata?a, Grzegorz; Jastrz?bska-Wi?sek, Magdalena; Partyka, Anna; Bojarski, Andrzej J.; Weso?owska, Anna; Kie?-Kononowicz, Katarzyna; Handzlik, Jadwiga; European Journal of Medicinal Chemistry; vol. 135; (2017); p. 117 – 124;,
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Synthetic Route of 101-97-3, 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. 101-97-3, name is Ethyl 2-phenylacetate, This compound has unique chemical properties. The synthetic route is as follows.

To a solution of ethyl phenylacetate (32.8 g, 200 mmol) in THF (tetrahydrofurane) (1000 mL) under argon was added sodium bistrimethylsilylamide (2M in THF, 100 mL). After 45 minutes, methyl iodide (13 mL) was added over 15 minutes and the mixture was stirred at rt (room temperature) for 30 minutes. Additional sodium bistrimethylsilylamide (2M in THF, 100 mL) was added, followed, after 30 minutes, by methyl iodide (14 mL). After 30 minutes the mixture was diluted with hexane and washed with water. The organic phase was dried, filtered and evaporated to give (1′-ethoxycarbonyl-1′-methyl)ethylbenzene (28.0 g, 146 mmol, 73%).

The chemical industry reduces the impact on the environment during synthesis Ethyl 2-phenylacetate. I believe this compound will play a more active role in future production and life.

Reference:
Patent; Boehringer Ingelheim Pharmaceuticals, Inc.; EP1171113; (2004); B1;,
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. 98545-64-3, name is Methyl 4-amino-2-bromobenzoate, This compound has unique chemical properties. The synthetic route is as follows., COA of Formula: C8H8BrNO2

To a solution of compound 21 (3g, 13.0mmol) in AcOH (50mL) was added 2,5-dimethoxytetrahydrofuran (2.15g, 16.3mmol). The mixture was heated to reflux and stirred for 4h. After evaporation, the mixture was dissolved in EtOAc, washed with saturated NaHCO3, and dried over anhydrous Na2SO4. The residue after rotary evaporation was purified by column chromatography over silica gel to give compound 22 as a solid (3.06g, 84.3% yield).1H NMR (400MHz, CDCl3): delta 7.92 (d, J=8.5Hz, 1H), 7.70 (d, J=2.3Hz, 1H), 7.35 (dd, J=8.5, 2.3Hz, 1H), 7.10 (t, J=2.2Hz, 2H), 6.38 (t, J=2.2Hz, 2H) and 3.93 (s, 3H) ppm; mp: 50-53C.

According to the analysis of related databases, 98545-64-3, the application of this compound in the production field has become more and more popular.

Reference:
Article; Wu, Puhua; Zhang, Jiong; Meng, Qingqing; Nare, Bakela; Jacobs, Robert T.; Zhou, Huchen; European Journal of Medicinal Chemistry; vol. 81; (2014); p. 59 – 75;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics

Adding a certain compound to certain chemical reactions, such as: 135484-83-2, name is Methyl 2-amino-4-bromobenzoate, 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 135484-83-2, Recommanded Product: Methyl 2-amino-4-bromobenzoate

Step 3. Preparation of Methyl 4-bromo-2-isopropoxycarbonylaminobenzoate Add isopropyl chloroformate (104 mL, 104 mmol, 1.0 M in toluene) dropwise to a solution of methyl 2-amino-4-bromobenzoate (14.5 g, 63.0 mmol) and pyridine (10.3 mL, 126.0 mmol) in dichloromethane (210 mL) at room temperature under nitrogen and stir for 5.5 h. Pour the reaction into water (500 mL) and separate the layers. Extract the aqueous layer with dichloromethane (2 x 100 mL) and combine the organic extracts and wash with 2 N HCI, saturated sodium bicarbonate and brine (100 mL each), then dry over sodium sulfate, filter and remove the solvent under reduced pressure to afford the title compound as a pale orange solid (19.2 g, 96%)

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-amino-4-bromobenzoate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; ELI LILLY AND COMPANY; WO2005/37796; (2005); A1;,
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics