Analyzing the synthesis route of 6314-28-9

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various fields.

6314-28-9,6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a round bottom flask, 0.400 g of benzothiophene-2-carboxylic acid, 0.176 g of decanediamine, 0.430 g of EDCI, 0.025 g of DMAP, and 10 mL of anhydrous DMF were sequentially added, and the mixture was stirred at room temperature for 12 hours. The pale yellow solid precipitated, suction filtered, washed with dichloromethane (2¡Á2.5 mL) and water (3¡Á5 mL) and dried.Dry to obtain 0.232g of pale yellow solid.The yield was 46% (see Figure 27 for the synthetic route and Figure 28 for the characterization map)

6314-28-9 Benzo[b]thiophene-2-carboxylic acid 95864, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Chinese Academy Of Medical Sciences Biomedical Engineering Institute; Liu Tianjun; Wang Jiawen; Li Guoliang; Hong Ge; Wang Wenzhi; (37 pag.)CN110229110; (2019); A;,
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Simple exploration of 6314-28-9

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

Example 235; A solution of benzo[b]thiophene-2 carboxylic acid (1.25 g, 7.03 mmol), diphenylphosphoryl azide (1.94 g, 7.03 mmol) and triethylamine (0.98 mL, 7.03 mmol) in tert-butanol (20 mL) was heated at reflux for 5 hours, at which time thin layer chromatography (DCM/Hexanes) indicates the reaction is complete. The reaction mixture was cooled to room temperature, poured into water and extracted with diethyl ether (3¡Á). The combined ether extracts were washed with brine, dried over anhydrous sodium sulfate and then concentrated to afford a beige solid. Purification by column chromatography (SiO2 DCM/Hexanes) afforded compound 235 as a white solid 0.96 g (64%). HPLC-MS tR=2.7 Min (UV254nm). Mass calculated for formula C13H15NO2S, M+ 249.33, observed LC/MS m/z 250.40 (M+H)., 6314-28-9

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; Schering Corporation; US2007/117804; (2007); A1;,
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New learning discoveries about 95-15-8

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A. Preparation of benzo[b]thiophene-2-carboxaldehyde. To a solution of 31.25 ml of a 1.6M solution of n-butyl lithium in hexane and 100 ml of dry diethyl ether at -20 C. was added a solution of 6.7 g of 1-benzothiophene in 100 ml of dry diethyl ether. The mixture was stirred at -20 C. for 2 hours. A solution of 3.8 ml of dimethylformamide and 10 ml of dry diethyl ether was added and the reaction was allowed to warm to 0 C. The reaction was stirred an additional 1 hour at 0 C., at which time 75 ml of 1N hydrochloric acid were added. After stirring for 15 minutes, the layers were separated and the aqueous layer was extracted with diethyl ether. The combined organic extracts were dried over magnesium sulfate and evaporated to dryness. The resulting oil was stored at about 0 C. for 3 days, at which time a solid formed. The solid weighed 8.5 g and was identified as the desired subtitled intermediate based upon the mass spectral and proton NMR data. Analysis for C9 H6 OS; Calculated: C, 66.64; H, 3,73; Found: C, 66.39; H, 3.95., 95-15-8

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US4659717; (1987); A;,
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Brief introduction of 346592-74-3

The synthetic route of 346592-74-3 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.346592-74-3,7-Fluorobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

To a solution of 7-fluoro-benzothiophene (0.22 g, 1.44 mmoles) in anhydrous tetrahydrofuran (10 ml) at -78 C. was added dropwise a solution of n-BuLi in hexane (1.6M, 0.9 ml, 1.44 mmoles). The reaction mixture was stirred at -78 C. for one hour, and then a solution of 3-formyl-3-(tetrahydro-pyran-4-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (0.3 g, 1.01 mmoles) in anhydrous tetrahydrofuran (5 ml) was then added. The reaction mixture was stirred at -78 C. for 3 hours, quenched with saturated aqueous ammonium chloride, and partitioned between ethyl acetate and saturated aqueous ammonium chloride solution. The organic phase was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by silica gel chromatography (10 to 45% ethyl acetate in hexane) to yield 3-[(7-Fluoro-benzo[b]thiophen-2-yl)-hydroxy-methyl]-3-(tetrahydro-pyran-4-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester as a colorless semisolid (0.138 g, 30%). MS=450 [M+H]+., 346592-74-3

The synthetic route of 346592-74-3 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Roche Palo Alto LLC; US2008/146607; (2008); A1;,
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Downstream synthetic route of 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 ¡Á 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid., 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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Simple exploration of 95-15-8

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

95-15-8,With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.

1) The compound of formula 2 benzothiophene (2.68 g, 20 mmol)Dissolved in refined tetrahydrofuran, stirred under argon and 195K conditions,2.4 mol / L of n-butyllithium (9.75 mL, 23 mmol) was slowly injected,Continue low temperature reaction for half an hour. Iodomethane (3 mL, 23 mmol)Injected into the reaction flask, the reaction mixture was stirred at low temperature for an hour,Naturally rose to room temperature, adding an appropriate amount of water to terminate the reaction.Liquid separation and extraction with methylene chloride. Combine the organic phases, whirl, remove the solvent and dry. The residue was chromatographed on petroleum ether, silica gel to give 2.67 g of a colorless solid,Yield: 90%.

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

Reference£º
Patent; Jiangxi Science and Technology Normal University; Pu Shouzhi; Liu Gang; Li Gang; (14 pag.)CN106905312; (2017); A;,
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Simple exploration of 3541-37-5

3541-37-5, 3541-37-5 Benzo[b]thiophene-2-carboxaldehyde 736500, abenzothiophene compound, is more and more widely used in various fields.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.3541-37-5,Benzo[b]thiophene-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

[0054] Calixarene 6 (benzothiophene-resorcinol calix[4]arene,) was prepared by the following method. To a 250 mL round bottom flask, resorcinol (2.00 g, 18.2 mmol), benzo[b]thiophene-2-carboxaldehyde (2.95 g, 18.2 mmol), ethanol (100 mL), and HCl (concentrated, 10 mL) were added. A nitrogen inlet was equipped and the reaction was stirred at 80 C. for 16 h. The reaction began as a clear solution but slowly formed a purple precipitate. After completion of the reaction, the resulting solution was filtered through a fritted funnel and the solid collected was washed with water (50 mL) and ethanol (50 mL). The washed product was dried in vacuo at 60 C. for 16 hours (yield: 4.05 g, 88%). LC-MS m/z=1017.2 g/mol.

3541-37-5, 3541-37-5 Benzo[b]thiophene-2-carboxaldehyde 736500, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ROHM AND HAAS ELECTRONIC MATERIALS LLC; Green, D. Patrick; Jain, Vipul; Bailey, Brad C.; US2013/157195; (2013); A1;,
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Downstream synthetic route of 95-15-8

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.,95-15-8

EXAMPLE; (Example); First step: Synthesis of 1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol; Into a tetrahydrofuran (100 liters) solution of benzo[b]thiophene (17.4 kg ) was dropwise added a n-hexane solution (56.2 kg) of n-butyl lithium (15.08%) in an argon atmosphere at -24.2 to -13.5C, followed by stirring at -22.1 to -13.5C for 40 minutes. Into this solution was dropwise added a tetrahydrofuran (18 liters) solution of 5-bromo-2-fluorobenzaldehyde (25.5 kg) at -22.1 to -11.8C, followed by stirring at -23.5 to -16.1C for 2 hours. To the reaction mixture were added water (100 liters), toluene (130 liters) and 38% hydrochloric acid (12.3 kg), and extraction was conducted. The organic layer was washed with water (130 liters) and then subjected to distillation at normal pressure to distill off the solvent until the residue became 100 liters. Toluene (130 liters) was added to the residue and the mixture was subjected to distillation at normal pressure to distil off the solvent until the residue became 100 liters. The operation of adding toluene to the residue and subjecting the mixture to distillation under reduced pressure to distill off the solvent, was repeated twice: Then, n-heptane (310 liters) was added to the residue, followed by heating to dissolve the residue. To the solution was added, as a seed crystal, about 26 g of the 1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol produced in the same manner as that shown in the first step of Reference Example 1, followed by stirring at 1.2 to 5.0C for 13 hours. The separated-out crystals were collected by filtration, washed twice with a toluene-n-heptane (1:6) mixed solvent (26 liters), and subjected to vacuum drying to obtain, as white crystals, 1-benzothien-2-yl(5-bromo-2-fluorophenyl)methanol [35.91 kg, yield: 84.8%, purity: 99% (HPLC)]. 1H-NMR (CDCl3): delta 2.74 (1H, d), 6.35 (1H, d), 6.93 (1H, dd), 7.14 (1H, s), 7.27-7.38 (2H, m), 7.39 (1H, m), 7.68 (1H, dd), 7.74 (2H, m)

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Astellas Pharma Inc.; Kotobuki Pharmaceutical Co., Ltd.; EP2105442; (2009); A1;,
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Some tips on 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

5381-20-4, General procedure: An aqueous solution of NaOH (3M, 1.6mL) was added to a solution of aromatic ketone (1mmol) and 3-methoxybenzaldehyde (1.2 eq), in EtOH (1-2mL). The reaction was stirred at r.t for 18-24h. The reaction mixture was cooled in an ice-water bath and acidified to pH 2 with concentrated HCl (37%). The solid formed was filtered, washed with ethanol and then further purified by recrystallization from ethanol. When no precipitate occurred, the reaction mixture was extracted with dichloromethane and washed with water and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. Column chromatography was then utilized to purify the desired product.

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Borsari, Chiara; Jimenez-Anton, Maria Dolores; Eick, Julia; Bifeld, Eugenia; Torrado, Juan Jose; Olias-Molero, Ana Isabel; Corral, Maria Jesus; Santarem, Nuno; Baptista, Catarina; Severi, Leda; Gul, Sheraz; Wolf, Markus; Kuzikov, Maria; Ellinger, Bernhard; Reinshagen, Jeanette; Witt, Gesa; Linciano, Pasquale; Tait, Annalisa; Costantino, Luca; Luciani, Rosaria; Tejera Nevado, Paloma; Zander-Dinse, Dorothea; Franco, Caio H.; Ferrari, Stefania; Moraes, Carolina B.; Cordeiro-da-Silva, Anabela; Ponterini, Glauco; Clos, Joachim; Alunda, Jose Maria; Costi, Maria Paola; European Journal of Medicinal Chemistry; vol. 183; (2019);,
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Simple exploration of 20532-33-6

As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: To a 10 mL round-bottom flask were added Cat.III (3.2 mg, 0.005 mmol, 2 mol %), Ag2O (116 mg, 0.5 mmol, 2 equiv), benzoquinone (14 mg, 0.125 mmol, 0.5 equiv), Cs(tfa) (64 mg, 0.25 mmol, 1 equiv.), benzothiophene/benzofurans (0.25 mmol, 1 equiv), aryl MIDA boronate ( 0.375 mmol, 1.5 equiv), and 15% H2O and 2% CF3SO3H of TFA (1 mL). The reaction mixture was stirred at 30-50 C for 20 h. The suspension was cooled to room temperature and extracted with dichloromethane (3 ¡Á 10 mL). The combined organic layers were washed with 20% aqueous NaHCO3 solution (40 mL). After evaporation of the solvent the crude product was purified by chromatography on silica gel to give the desired product., 20532-33-6

As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

Reference£º
Article; Wang, Zhiwei; Li, Yabo; Yan, Beiqi; Huang, Mengmeng; Wu, Yangjie; Synlett; vol. 26; 4; (2015); p. 531 – 536;,
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