Category: benzothiophene

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

Step A: To a solution of isoquinoline-4-boronic acid (378 mg, 2.013 mmol) and 5-bromobenzothiophene (286 mg, 1.342 mmol) in dichloroethane (8 mL), sodium carbonate (2 M aqueous, 2 mL, 4 mmol) was added and the solution degassed by alternately evacuating and releasing to argon three times. To this heterogenic mixture was added palladium tetrakistriphenylphosphine (76 mg, 0.6711 mmol), the reaction mixture was degassed 3 times and heated to 90 C. with agitation for 12 hours. To this mixture was added EtOAc (100 mL), the mixture washed with water (3¡Á100 mL), and dried over anhydrous sodium sulfate. Purification by column chromatography (SiO2, 30 g, 50% ethyl acetate/hexane) provided the product as a white solid (316 mg): 1H NMR (CDCl3, 300 MHz) delta 9.29 (s, 1H), 8.55 (s, 1H), 8.06-7.97 (m, 4H), 7.68-7.65 (m, 2H), 7.56-7.42 (m, 3H). ESI-MS calc. for C17H11NS [M+H]+ 262. Found 262.

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

Reference£º
Patent; Molino, Bruce F.; Liu, Shuang; Guzzo, Peter R.; Beck, James P.; US2006/52378; (2006); A1;,
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1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Scheme I, step C: To magnesium turnings (703 mg, 0.0289 mole) in 10 mL anhydrous tetrahydrofuran was added part of a solution of of 7-bromobenzothiophene (6.16 g, 0.0289 mole) in 30 mL anhydrous tetrahydrofuran. The mixture was brought to reflux and when the grignard reaction started, foaming was controlled by removing the heating mantle. The balance of the benzothiophene solution was added at a rate to maintain gentle reflux and then refluxed an additional hour. The reaction was cooled to 25 C. and of N-boc-3-pyrrolidone (5.34 g, 0.0289 mole) in 20 mL anhydrous tetrahydrofuran was added. The reaction was refluxed 1 hr and then stirred at room temperature overnight. The reaction was cooled in an ice bath and add dropwise saturated ammonium chloride solution until a granular precipitate was formed. The precipitate was filtered and rinsed with additional tetrahydrofuran. Evaporation gave 9.9 g of crude material as an oil which was flashed chromatographed over silica gel. Elution with 20% ethyl acetate in hexane provided the title compound (1.004 g, 11%) as a white foam. Mass Spec ESI+, M+1=320.2 (MW=319.4) 1H NMR (300 MHz, CDCl3) delta 1.48 (9H, s); 2.17 to 2.23 (3H, m); 3.71 to 3.94 (4H, m); 7.33 to 7.81 (5H, m).

1423-61-6, As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US6353008; (2002); B1;,
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310466-38-7, 4-Fluorobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation of N-t-Butoxycarbonyl-4-(4-fluorobenzo[b]thiophen-2-yl)-4-piperidinol. [0342] Scheme IA, Step A: To a solution of 4- and 6-fluorobenzo[b]thiophene (1.70 g, 11.2 mmol) in dry THF (50 mL) at -78 C. was added 1.6 M n-BuLi in hexanes (9.08 mL, 14.5 mmol). The solution was stirred at -78 C. for 35 min. N-t-butoxycarbonyl-4-piperidone (2.67 g, 15.6 mmol) dissolved in THF (10 mL) was added via a cannula at -78 C. The reaction mixture was kept at -78 C. for 1.5 h, then allowed to warm to room temperature. The reaction was quenched with 150 mL of saturated aqueous NH4Cl solution. The mixture was then extracted (3¡Á300 mL) with EtOAc. The combined organic layers were dried over MgSO4 and filtered. The filtrate was concentrated and purified by medium pressure chromatography (silica gel, 20% EtOAc/hexanes) to give the intermediate title compound as a white foam (0.525 g, 13%). IR (CHCl3) 3350 (br), 1683, 1244 cm-1. Ion Spray MS 352 (M+H)+; 234 (M-(BOC+H20)+; 278 (M-73)+ (base peak); 410 (M+CH3COO-)-, 310466-38-7

310466-38-7 4-Fluorobenzo[b]thiophene 19088017, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Hansen, Marvin Martin; He, John Xiaoqiang; Honigschmidt, Nicholas Allan; Koch, Daniel James; Kohn, Todd Jonathan; Rocco, Vincent Patrick; Spinazze, Patrick Gianpietro; Takeuchi, Kumiko; US2004/6229; (2004); A1;,
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26018-73-5, 6-Chlorobenzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

[000924] Compound 242C (420 mg, 1.98 mmol) and copper powder (63 mg, 0.99 mmol) were suspended in quinoline (10 mL) and the resulting mixture was heated at 185 C for 2 h. After cooling down to room temperature, ethyl acetate (25 mL) was added and the suspension was filtered. The filtered cake was washed with ethyl acetate (5 mL x 2) and the combined organic layers were washed with aqueous HC1 solution (2 N, 10 mL x 2). After drying over anhydrous sodium sulfate, the solution was filtered and evaporated in vacuo to give a residue. The crude product was purified with flash column chromatography on silica gel (ethyl acetate in petroleum ether, from 0% to 10% v/v) to afford Compound 242D.

26018-73-5, The synthetic route of 26018-73-5 has been constantly updated, and we look forward to future research findings.

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

As the paragraph descriping shows that 5381-20-4 is playing an increasingly important role.

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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17347-32-9, 6-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

b) Benzo[b]thiophene-6-carboxaldehyde A mixture of 6-bromobenzo[b]thiophene [9.6 g; prepared according to Nippon Kagaku Zasshi, 88 , 758 (1967): Chem. Abstr., 69 , 59018q (1968)], magnesium (1.64 g), and 1,2-dibromoethane (4.23 g) in anhydrous diethyl ether (90 ml) was stirred and gently heated for 3 hr. N-formylpiperidine (5.09 g) in anhydrous diethyl ether (15 ml) was added to the cooled mixture which was subsequently allowed to stand for 12 hr. the mixture was poured into a dilute hydrochloric acid solution. the dried (MgSO4) ether extract was evaporated and the residue was purified by column chromatography over silica gel with chloroform/hexane (1:8 v/v) elution to give benzo[b]thiophene-6-carboxaldehyde as yellow oil. Pmr spectrum (CDCl3; delta in ppm): 7.36 (1H,d); 7.68 (1H,d); 7.84 (2H,s); 8.16 (1H,s); 10.04 (1H,s).

17347-32-9, As the paragraph descriping shows that 17347-32-9 is playing an increasingly important role.

Reference£º
Patent; ICI AUSTRALIA LIMITED; EP125059; (1991); B1;,
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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, 1-Benzothiophene-3-carbaldehyde (6.17 mmole), 1-(2-pyridinyl)piperazine (6.17 mmole), and sodium triacetoxyborohydride (9.26 mmole) were combined in 25 mL of 1,2-dichloroethane and stirred at 0 C. for one hour. The mixture was allowed to warm to room temperature and stir for 12 hours. The mixture was poured into a diethyl ether:dichloromethane mixture and washed with a solution of saturated aqueous NaCl made basic with sodium hydroxide solution. The organic phase was dried over sodium sulfate, filtered, and the filtrate concentrated under reduced pressure. The residue was purified by flash chromatography with 96:4:0.5 dichloromethane/methanol/saturated aqueous ammonia to provide the title compound. 1H NMR (d6-DMSO, 300 MHz) delta 2.62 (t, 4H, J=4.5 Hz), 3.51 (t, 4H, J=4.5 Hz), 3.82 (s, 2H), 6.65 (m, 1H), 6.80 (d, 1H, J=8.7 Hz), 7.40 (m, 2H), 7.48 (s, 1H), 7.53 (m, 1H), 7.86 (m, 1H), 8.04 (m, 2H); MS (DCI/NH3) m/z 310.0 (M+H)+.

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

Reference£º
Patent; Cowart, Marlon D.; Latshaw, Steven P.; Nelson, Sherry L.; Stewart, Andrew O.; US2006/172995; (2006); A1;,
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4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 40(3R)-N-[(2Z)-3-(1-benzothien-5-yl)-5-(hydroxymethyl)-1,3-thiazol-2(3H)-ylidene]-3-fluoropyrrolidine-1-carboxamide; Example 36B (74 mg, 0.30 mmol), 5-bromobenzo[b]thiophene (77 mg, 0.36 mmol), copper (I) iodide (12 mg, 0.06 mmol), and cesium carbonate (147 mg, 0.45 mmol) were added to a reaction vial with a septum-containing cap, and flushed with nitrogen three times. Then ethyl 2-oxocyclohexanecarboxylate (19.5 muL, 0.12 mmol) and anhydrous dimethyl sulfoxide (0.30 mL) were added through the septum, the mixture was stirred 30 minutes at room temperature, and then heated at 95 C. in the dark for 19 hours. Then the mixture was quenched with concentrated aqueous ammonium hydroxide (0.60 mL), passed through diatomaceous earth with an ethyl acetate rinse, concentrated, and purified by reverse phase HPLC using an acetonitrile/water 10 mM ammonium acetate method to give the title compound.1H NMR (300 MHz, d4-MeOH) delta ppm 1.85-2.25 (2H), 3.3-3.8 (4H), 4.61 (2H), 5.0-5.35 (1H), 7.26 (1H), 7.46 (1H), 7.51-7.56 (1H), 7.71 (1H), 7.99-8.06 (2H); MS (ESI) m/z 378 (M+H)+.

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

Reference£º
Patent; ABBOTT LABORATORIES; US2009/163470; (2009); A1;,
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3541-37-5, Benzo[b]thiophene-2-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of Compound 2a (3.5 g, 26.1 mmol) in 25 mL of THF at -78 C. was added a solution of 2.5 M n-BuLi in hexanes (13 mL, 32.6 mmol). The reaction was warmed to 0 C. and stirred for 25 min, then 4 mL of DMF was added slowly. The solution was heated to reflux for 1 h. The reaction was cooled to rt, poured into water and extracted three times with Et2O. The combined organic extracts were washed with brine, dried (Na2SO4), filtered, and concentrated under reduced pressure at rt. The crude oil was dissolved in 25 mL of MeOH, cooled to 0 C., and NaBH4 (1.6 g, 42 mmol) was added and stirred for 2 h. After quenching with excess acetone, the mixture was concentrated, and the residue was partitioned between EtOAc and brine. The brine was extracted twice with EtOAc, and the combined organic extracts were washed twice with brine, dried (Na2SO4), filtered and concentrated under reduced pressure at rt. The crude solid was stirred with 6:1 CH2Cl2/hexane, then collected to afford Compound 2b (2.52 g) as an off-white powder: HPLC: 2.85 min., 3541-37-5

As the paragraph descriping shows that 3541-37-5 is playing an increasingly important role.

Reference£º
Patent; Hawkins, Michael J.; Greco, Michael N.; Powell, Eugene; de Garavilla, Lawrence; Maryanoff, Bruce E.; US2005/176769; (2005); A1;,
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34761-09-6, Ethyl 3-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of ethyl 3-amino-benzo[b]thiophene-2-carboxylate (8) (0.50 g, 2.3 mmol) in acetic acid (6 mL), was cooled in an ice bath to -5 C. Then, a solution of sodium nitrite (0.32 g, 4.6 mmol), in water (2 mL), was slowly added, under vigorous stirring. After 30 min, sodium azide (0.60 g, 9.2 mmol) in water (2 mL), was added over 10 min. The reaction mixture was stirred for further 3 h at room temperature and then slowly poured onto water/ice. The precipitate was collected by filtration to give 5, 0.40 g. Yield 70%. Mp 100 C (dec). IR: 2130 (N3), 1689 (CO) cm-1. 1H NMR delta: 1.30 (t, J = 7.1 Hz, 3H), 4.33 (q, J = 7.1 Hz, 2H), 7.34-7.51 (m, 2H), 7.88 (d, J = 8.1 Hz, 1H), 8.14 (d, J = 7.7 Hz, 1H). 13C NMR delta: 14.4 (q), 59.7 (t), 122.9 (d), 123.0 (d), 123.8 (d), 128.4 (d), 131.5 (s), 133.7 (s), 138.8 (s), 149.7 (s), 164.5 (s). Elem. Anal. calcd. for C11H9N3O2S: C, 53.43; H, 3.67; N, 16.99; found: C, 53.62; H, 3.55; N, 17.30.

34761-09-6, 34761-09-6 Ethyl 3-aminobenzo[b]thiophene-2-carboxylate 731510, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Lauria, Antonino; Abbate, Ilenia; Patella, Chiara; Martorana, Annamaria; Dattolo, Gaetano; Almerico, Anna Maria; European Journal of Medicinal Chemistry; vol. 62; (2013); p. 416 – 424;,
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