Category: benzothiophene

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.20699-86-9,Methyl 5-nitrobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

Step 2: Methyl-5-amino-benzo[b]thiophene-2-carboxylate (588) A suspension of 584 (3.52 g, 14.8 mmol) in methanol (100 ml) was treated with Fe powder (6.63 g, 118.7 mmol). The resulting suspension was heated to reflux, and 12M HCl (8.5 ml) was slowly added over 15 min. The resulting green dark suspension was refluxed for an additional 3 h, then cooled and concentrated. The residue was taken up in EtOAc and washed with saturated aqueous NaHCO3, then brine, dried over MgSO4, filtered and concentrated to afford (2.57 g, 84%). 1H NMR: (DMSO) delta (ppm): 7.92 (s, 1H), 7.65 (d, J=8.8 Hz, 1H), 7.05 (d, J=1.5 Hz, 1H), 6.88 (dd, J=1.8, 8.4 Hz, 1H), 5.27 (s, 2H), 3.85 (s, 3H). LRMS: 207.0 (Calc.). 208.1 (found).

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

Reference£º
Patent; MethylGene, Inc.; US6897220; (2005); B2;,
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17347-32-9, 6-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of 6-bromobenzothiophene (500 mg, 2.35 mmol) in DMF (6 ml) was added Zn(CN)2 (413 mg, 3.52 mmol) and Pd(PPh3)4 (136 mg, 0.117 mmol). The reaction was heated in the microwave to 100 C for 30 min. The mixture was filtered through a pad of Celite with EtOAc, the solvents were removed in vacuo and the crude product was purified by flash chromatography using 10-20%) EtOAc in n- heptane as eluent. Yield: 325 mg (87%); yellow solid. HPLC purity: 100 %.

17347-32-9, The synthetic route of 17347-32-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KANCERA AB; HAMMER, Kristin; JOeNSSON, Mattias; KRUeGER, Lars; (230 pag.)WO2017/108282; (2017); A1;,
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5381-20-4,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: 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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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.

Instead of 6-bromo -1H- indole, 5-bromobenzo [b] but using thiophene, as in Preparation Example 1 above 2- (benzo [b] thiophen-5-yl ) 4,4,5,5 to obtain a tetra-methyl-1,3,2-dioxaborolane.

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

Reference£º
Patent; DOOSAN CORPORATION; KIM, HOE MOON; BEAK, YOUNG MI; KIM, TAE HYUNG; PARK, HO CHEOL; LEE, CHANG JUN; SHIN, JIN YONG; (68 pag.)JP2015/531758; (2015); A;,
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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;,
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5381-20-4,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: Aldehyde 1a (1.0 equiv, 0.5 mmol, 91.1 mg), potassium salt 2 (PhSO2CF2CO2K) (1.5 equiv, 0.75 mmol, 205.7 mg) and anhydrous acetonitrile (5.0 mL) were added into a 10 mL sealed tube under a N2 atmosphere. The resulting mixture was stirred at 50 C for 7 h, and was then stirred at 80 C for 3 h. The solvent was removed by concentration under reduced pressure. The residue was subjected to flash column chromatography to afford the pure product 4a

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

Reference£º
Article; Chen, Jia; Lin, Jin-Hong; Xiao, Ji-Chang; Tetrahedron; vol. 74; 32; (2018); p. 4295 – 4297;,
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5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

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

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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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;,
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20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

5-chloro-2-(4-hydroxy-1-(tert-butoxycarbonyl)piperidin-4-yl)benzothiophene A solution of 0.60 gm (3.56 mMol) 5-chlorobenzothiophene 1.55 mL in 20 mL freshly distilled tetrahydrofuran was cooled to -78C under a nitrogen atmosphere. To this was then added a solution of 2.94 mL (3.56 mMol) n-butyllithium and the reaction mixture was stirred at -78C for 1 hour. To the resulting anion solution was added dropwise a solution of 0.779 gm (3.91 mMol) 1- tert -butoxycarbonyl-4-piperidone and then the reaction mixture was allowed to warm to 0C. The reaction mixture was then quenched with saturated aqueous sodium bicarbonate, diluted with 1:1 hexanes:diethyl ether and the phases separated. The organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure. The residue was subjected to flash silica chromatography, eluding with toluene containing 10% ethyl acetate. Fractions shown to contain product were combined and concentrated under reduced pressure to give 1.09 gm of the desired compound as a colorless foam contaminated with 20% 1- tert -butoxycarbonyl-4-piperidone. MS(FD): m/e=367 (M+), 20532-33-6

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

Reference£º
Patent; ELI LILLY AND COMPANY; EP812826; (1997); A1;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.154650-81-4,Benzo[b]thiophene-6-carbonitrile,as a common compound, the synthetic route is as follows.

A round bottom flask was charged with benzo[b]thiophene-6-carbonitrile (1.35 g, 8.48 mmol), methylene chloride (270 mL), and m-chloroperbenzoic acid (70% purity, 5.85 g, 23.73 mmol) was added in portions over 20 minutes. The reaction mixture was heated at 45 0C overnight. The reaction gave a mixture of sulfoxide and sulfones in 2: 1 ratio. The reaction was diluted with ethyl acetate and quenched with saturated aqueous sodium thiosulfate and stirred for 1 hour. The mixture was then extracted with ethyl acetate and the organic phase was concentrated under reduced pressure. The residue was purified by flash chromatography to afford the title compound as a white solid.

154650-81-4, The synthetic route of 154650-81-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; RENOVIS, INC.; WO2009/110985; (2009); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem