Tag: M.W:200-300

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.360575-29-7,Methyl 4-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

To a suspension of sodium hydride (55%, 1.11 g) in dimethyl sulfoxide (20 mL) was added methyl thioglycolate (1.53 mL) at room temperature, and the mixture was stirred for 15 minutes. A solution of 2-bromo-6-fluorobenzaldehyde (3.43 g) in dimethyl sulfoxide (4mL) was added to the reaction mixture, and the mixture was stirred at room temperature for 5 minutes. The reaction mixture was poured into water with ice and precipitated crystalline solid was collected by filtration, washed with water and dried under reduced pressure to give 2-methoxycarbonyl-4-bromobenzo-[b]thiophene (1.52 g). This material was suspended in a mixed solvent of methanol (20 mL) and water (10 mL) and sodium hydroxide (0.91 g) was added to the suspension. The mixture was stirred for at 50C for 5 hours. The reaction mixture was cooled with ice bath, and the reaction mixture was acidified by adding 2mol/L hydrochloric acid. The precipitated crystalline solid was collected by filtration, washed with water and dried under reduced pressure to give 2-carboxybenzo[b]thiophene (1.27 g). To this material were added copper powder (0.42 g) and quinoline (10 mL), and the mixture was stirred at 190C for 1 hour. After the reaction mixture was cooled to room temperature, 2mol/L hydrochloric acid (40mL) and ethyl acetate (20 mL) were added to the reaction mixture, and the mixture was stirred for 15 minutes. Insoluble material in the mixture was removed by filtration, and the organic layer of the filtrate was separated. The aqueous layer of filtrate was extracted with ethyl acetate. The organic layers were combined, and the combined organic layer was washed with 2mol/L hydrochloric acid, water and brine and dried over anhydrous magnesium sulfate, and the solvent was removed under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: n-hexane) to give the title compound (0.55 g). 1H-NMR (CDCl3) delta ppm: 7.15-7.25 (1H, m), 7.45-7.6 (3H, m), 7.82 (1H, d, J=8.2Hz), 360575-29-7

Big data shows that 360575-29-7 is playing an increasingly important role.

Reference£º
Patent; Kissei Pharmaceutical Co., Ltd.; EP1724277; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

360576-01-8, Methyl 6-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

The mixture of methyl 6-bromobenzo[bjthiophene-2-carboxylate (5 g, 18.4 mmol), 4,4,4?,4?,5,5,5?,5?-octamethyl-2,2?-bi(1,3,2-dioxaborolane) (5.6 g, 22.1 mmol), PdC12(dppf) (1.3 g, 1.84 mmol), and KOAc (3.6 g, 36.8 mmol) in 1,4-dioxane (50 mL) under N2 atmosphere was heated at 95C overnight. After cooling to room temperature, the mixture was concentrated. The residue was purified by the flash column chromatography (silica gel, eluting with PE to 10% EA in PE) to methyl 6-(4,4,5,5- tetramethyl-1,3,2-dioxaborolan-2-yl)benzo[bjthiophene-2-carboxylate as a white solid (3.36 g, 57%). LC-MS (ESI): 319.3 (M+ 1)., 360576-01-8

The synthetic route of 360576-01-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; SANFORD BURNHAM PREBYS MEDICAL DISCOVERY INSTITUTE; PINKERTON, Anthony B.; ARDECKY, Robert J.; ZOU, Jiwen; (256 pag.)WO2018/204176; (2018); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 200 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 456 mg of trifluoroacetic anhydride,205 mg of triethylamine, and 10 ml of tetrahydrofuran was stirred for 24 hours at room temperature. Tert-butyl methylether was added to the reaction mixture, and the residue was washed with water, 1 M hydrochloric acid, an aqueoussaturated sodium hydrogen carbonate solution, and saturated saline, dried over magnesium sulfate, and concentratedunder reduced pressure. The residues were subjected to silica gel column chromatography, thereby obtaining 260 mgof methyl 5-(trifluoroacetylamino)benzo[b]thiophene-2-carboxylate.

20699-85-8, The synthetic route of 20699-85-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: Aryl-halide (0.2 mmol, 1 equiv.), Ir(dtbbpy)(ppy)2PF6 (1.8 mg, 0.002 mmol, 1 mol %), NiI2 (3.1 mg, 0.01mmol, 5 mol %), DMSO (2.0 mL) was added to a 10 mL schlenk flask equipped with a magnetic stirrerbar. This resulting mixture was sealed and degassed via vacuum evacuation and subsequent backfill with ethylene for three times. Then, N,N,N?,N?-tetramethylethylenediamine, TMEDA (60 muL, 2 equiv.)and N,N-diisopropylethylamine, DIPEA (70 muL, 2 equiv.) were subsequently added in this order. The solution was gently bubbled with ethylene balloon for approximately 30 seconds. The solution was then taken up into a 8 mL stainless steel syringe pre-purged with argon, and quickly assembled onto thestop-flow micro tubing, SFMT setup. Solution was pumped into the SFMT at 400 muL/min while maintaining approximately 1:1 gas-liquid slug flow at 250 PSI. Filled SFMT was then irradiated with blueLED (2 meter strip, 18 W) in a 100oC oil bath for 24 hours. The SFMT was wash with DCM (8 mL) and subjected to GC analysis (Figure S5). Then water (30 mL) was added to reaction mixture and extracted with DCM (10 mL) three times. Combined organic layer was successively wash with brine three timesand dried over Na2SO4 and concentrated under reduced pressure. The residue was then subjected to flash column chromatography to yield the product as a mixture of meso/dl isomers (which could not be separated by column chromatography)., 4923-87-9

As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Article; Li, Jiesheng; Luo, Yixin; Cheo, Han Wen; Lan, Yu; Wu, Jie; Chem; vol. 5; 1; (2019); p. 192 – 203;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

5-Bromobenzothiophene (1.60 g, 7.51 mmol) and dichloromethyl methyl ether (1.29 g, 11.3 mmol) were dissolved in anhydrous 1,2-dichloroethane (75 mL). Titanium tetrachloride (2.14 g, 11.3 mmol) was added, turning the solution dark. After one hour at room temperature, the reaction was poured into a mixture of saturated aqueous NaHCO3 and ice. The mixture was stirred for about 30 minutes and then was extracted with DCM (2¡Á100 mL). The extracts were concentrated and chromatographed (0 to 5% ethyl acetate in hexane) to yield 5-bromo-benzo[b]thiophene-3-carbaldehyde (1.32 g). The 5-bromobenzothiophene-3-carboxaldehyde (1.20 g, 4.98 mmol) and sulfamide (4.0 g, 42 mmol) were combined in anhydrous ethanol (25 mL) and heated to reflux for three days. The reaction was cooled to room temperature and sodium borohydride (0.207 g, 5.47 mmol) was added. After five hours, water (50 ml) was added and the solution was extracted with chloroform (3¡Á50 mL). The extracts were concentrated, suspended in a minimal amount of DCM, and filtered to provide the title compound as a yellow solid.1H NMR (DMSO-d6): delta 8.12 (1H, d, J=1.8 Hz), 7.97 (1H, d, J=8.6), 7.71 (1H, s), 7.52 (1H, dd, J=8.6, 1.9 Hz), 7.12 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.28 (2H, d, J=6.2 Hz).

4923-87-9, As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191451; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.,4923-87-9

[000887] To a mixture of LDA (2 N, 8.3 mL, 16.5 mmol) in tetrahydrofuran (10 mL) under nitrogen was added Compound 225A (3.2 g, 15.0 mmol) in tetrahydrofuran (5 mL) slowly at -78 C. It was stirred at -78 C for 1 h, and the mixture was added to a solution of carbon tetrachloride (5.5 mL, 56.6 mmol) in tetrahydrofuran (15 mL) at -78 C. The resultant mixture was stirred at -78 C for 1.5 h, quenched with ammonium chloride solution (50 mL), warmed to room temperature, and extracted with DCM (100 mL x 2). The combined organic phases were washed with water (50 mL) and brine (50 mL), dried over anhydrous sodium sulfate, filtered, and concentrated. The residue was purified with flash column chromatography on silica gel (petroleum ether, 100% v/v) to furnish Compound 225B.

4923-87-9 5-Bromobenzothiophene 2776578, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; BIOMARIN PHARMACEUTICAL INC.; WANG, Bing; CHU, Daniel; BRIDGES, Alexander, James; WO2015/42397; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.351005-12-4,5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide,as a common compound, the synthetic route is as follows.

5-Bromo-1 ,3-dihydro-benzo(c)thiophene 2,2-dioxide (500 mg, 2.02 mmol), the previously synthesized tert-butyl 2-(bromozincio)acetate (7.60 m L, 6.07 mmol) and dry THF (5 mL) were placed in flask, the mixture was degassed by nitrogen bubbling for 5 mm. Then Pd2(dba)3 (185 mg, 0.20 mmol) and XPhos (193 mg, 0.41 mmol) were incorporated and the reaction mixture was stirred at 75C for 1 h. The mixture was cooled to rt, EtOAc and water was added and the two-phase mixture was filtered through a pad of Celite. The phaseswere separated, the organic layer was dried over Mg504, filtered and the solution was concentrated to dryness. The crude material was purified by column chromatography eluting with a gradient of Cyclohexane/EtOAc from [100:0] to [70:30]. The product fractions were combined and concentrated to dryness. The residue was triturated with Cyclohexane/Et20 [1:1], filtered and dried under vacuum at 40C. The product tert-butyl 2-(2,2-dioxo-1 ,3-dihydro-2- benzothiophen-5-yl)acetate Ex.46a (421 mg, 74%) was isolated as a white fluffy solid. 1 H NMR (300 MHz, DMSO-d6, d in ppm): 1 .39 (s, 9H), 3.58 (s, 2H), 4.46 (s, 2H), 4.48 (s, 2H), 7.22-7.25 (m, 2H), 7.32 (d, 1 H, J=7.5Hz).

351005-12-4, The synthetic route of 351005-12-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

20699-86-9, Methyl 5-nitrobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Synthesis of Benzofuran and Benzo [b] thiophene Derivatives; Synthesis of 5- (3-chloro-2-methvl-benzenesulfonylamino) -benzorblthiophene-2-carboxylic acid methyl ester, STX 971 (KRB01096) :; 5-amino-benzo [b] thiophene-2-carboxylic acid methyl ester (KRB01094) :; To a solution of 5-nitro-benzo [b] thiophene-2-carboxylic acid methyl ester [15] (130 mg, 0.548 mmol) in methanol (30 mL) was added 5% palladium on carbon (20 mg) and the mixture was stirred under 1 atm Ha for 2 h. The mixture was filtered through celite and the filtrate evaporated. The residue was passed through a silica column to afford 5-amino- benzo [b] thiophene-2-carboxylic acid methyl ester as a pale yellow solid (94 mg, 83%), single spot at Rf 0.75 (95: 5 dichloromethane : methanol).’H NMR (CDCl3) : No. 7.86 (1H, s), 7.61 (1H, d, J=8. 7 Hz), 7.11 (1H, d, J=2. 2 Hz), 6.88 (1H, dd, J=8.7, 2. 5 Hz), 3.91 (3H, s), 3.76 (2H, s, N-H2) [16].

20699-86-9, As the paragraph descriping shows that 20699-86-9 is playing an increasingly important role.

Reference£º
Patent; STERIX LIMITED; WO2005/42513; (2005); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Combine 7-bromobenzo[b]thiophene (300 g, 1.41 mmol) and tri- isopropylborate (403.6 g, 2.15 mmol) in anhydrous THF (4 L) in a 12-L Morton flask fitted with a mechanical stirrer and cool under nitrogen in a dry-ice/acetone bath to – 70 0C. Add M-butyl lithium (1.6 M in hexane, 714 g, 1.68 mmol) dropwise at such a rate as to keep the internal temperature less than -67.5 0C. After the addition is complete allow the reaction mixture to stir at this temperature for 1 h. Remove the cooling bath and slowly add 4 L of water, which causes the temperature to rise to about -5 0C. Next, add concentrated HCl (75 mL) until the pH of the solution is about pH = 2. Allow the slurry to stir for 1 h. Add sufficient 5 N aqueous NaOH to adjust the pH of the mixture to about pH = 12 and transfer to a 22-L bottom-drop funnel. Separate and save the lower aqueous layer. Dilute the upper organic layer with 4 L of methyl-tert-butyl ether and extract with 1 L of 5 N aqueous NaOH. Separate the aqueous layer, combine with the previous aqueous extract and place back in the separatory funnel. Wash the aqueous layer with additional methyl-tert-butyl ether (4 L). Again, separate the aqueous layer and transfer to a 12-L, 3 -neck round bottom flask fitted with a mechanical stirrer. Cool the solution to +5 0C with an ice-water bath. Add concentrated HCl slowly until the pH of the solution is about pH = 2. Stir the mixture for 30 minutes and then filter off the resulting solid. Rinse the solid on the funnel twice with 2 L of water and allow to air-dry for 30 min. Place the solid in a vacuum oven at 50 0C and dry under vacuum overnight. The dried solid is slurried with 2 L of M-heptane for 30 min to remove the yellow color. Again filter off the solid, air-dry for 30 min and then vacuum-dry at 40 0C overnight to give the title compound (188.8 g, 75 %) as a white solid. 1H NMR (400 MHz, CD3OD) delta 7.86 (d, J= 8 Hz, IH), 7.49-7.57 (m, 2H), 7.30-7.39 (m, 2H)., 1423-61-6

1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/144223; (2008); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.351005-12-4,5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide,as a common compound, the synthetic route is as follows.

Under classical Heck reaction conditions, 5-Bromo-l,3-dihydro-benzo(c)thiophene 2,2 -dioxide was transformed with PPh3, Pd(OAc)2, TEA, and vinyltrimethylsilane at 90 C in DMF. The crude product was extracted with CH2Cl2 and concentrated. Deprotection in CH2C12/TFA gave the pure product after purification with flash chromatography (CH2Cl2) in high yields.

351005-12-4, As the paragraph descriping shows that 351005-12-4 is playing an increasingly important role.

Reference£º
Patent; VANDERBILT UNIVERSITY; WO2008/24435; (2008); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem