Heterocyclic Building Blocks-Benzothiophene

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: To a round-bottom flask equipped with a magnetic stirring bar were added 3-diazoindolin-2-imines 1 (0.1mmol), aryl aldehydes (2) (0.15mmol), BF3·OEt2 (0.1mmol), and ethyl acetate (1mL) under air atmosphere. The mixture was stirred at room temperature for 2h. The resulted mixture was evaporated under reduced pressure and the residue was purified by flash column chromatography on a silica gel with petroleum ether/ethyl acetate (6:1, v/v) to give pure products 3.

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

Reference：
Article; Huang, Kai; Lu, Ping; Wang, Yanguang; Tetrahedron; vol. 75; 27; (2019); p. 3779 – 3787;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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., 5381-20-4

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

Reference：
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);,
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

(C) To a solution of 5-bromo-1-benzothiophene (12 g, 56.31 mmol) in dry THF (300 mL) under an inert atmosphere was added isopropyl magnesium chloride- lithium chloride complex (1.3 M in THF; 150 mL, 195 mmol) in drop-wise fashion, and the resultant solution was stirred at rt, overnight. DMF (30 mL) was then added in drop-wise fashion and the resultant solution was stirred at rt for 30 min. Water (500 mL) was added and the resulting solution was extracted with ethyl acetate (3 x 500 mL). The combined organic extracts were concentrated under reduced pressure and the resultant residue was purified by silica gel chromatography (0-2% EtOAC/ petroleum ether) to provide benzo[b]thiophene-5-carbaldehyde (6.9 g, 68 %) as a yellow solid. 1H NMR (DMSO-d6) G 10.12 (s, 1H), 8.32 (s, 1H), 8.01 (d, J = 8.4 Hz, 1H), 7.86 – 7.89 (m, 1H), 7.57 – 7.61 (m, 1H), 7.47 – 7.50 (m, 1H).

The synthetic route of 4923-87-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; JANSSEN PHARMACEUTICA NV; KUO, Gee-Hong; PLAYER, Mark R.; YANG, Shyh-Ming; ZHANG, Yue-Mie; HUANG, Hui; (260 pag.)WO2016/57731; (2016); 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.

General procedure: 3-Chloroperbenzoic acid (2.5 mmol) was added to the stirredsolution of compound 4a or 4b (1.0 mmol) in dichloromethane(50 mL) in portions over a 20-30 min period. The mixture washeated to reflux for about 5 h and monitored by TLC. Aftercompletion, the mixture was cooled to room temperature and sodiumhydrogen sulfite (20 mL) was added. The solution was stirredfor 15 min and extracted with dichloromethane. The organic phasewas washed with aqueous sodium bicarbonate (2 x 30 mL). Theorganic phase was separated, washed with brine and dried withsodium sulfate, filtered, and the solvents were removed underreduced pressure to give the sulfone compound 5a or 5b., 1423-61-6

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

Reference：
Article; Zhang, Wenda; Ma, Ting; Li, Shanshan; Yang, Yanwei; Guo, Jianpeng; Yu, Wenying; Kong, Lingyi; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 538 – 550;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1423-61-6, 7-Bromobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Preparation 109A: 4-(Benzo[b]thiophen-7-yl)isoquinoline[00356] A vessel capable of sealing was charged with a mixture of 7- bromobenzo[b]thiophene (430 mg, 2.018 mmol), isoquinolin-4-ylboronic acid (419 mg, 2.421 mmol), PdCl2(dppf)-CH2Ci2 adduct (82 mg, 0.101 mmol), dioxane (6 mL), and a 2.0 M aqueous solution of Kappa3RhoOmicron4 (3 mL, 1.41 mmol) and was purged with nitrogen for 10 min. The vessel was sealed and heated at 90 C for 16 hours. Upon cooling, the reaction mixture was diluted with CH2CI2 and filtered with CH2Cl2/MeOH washing. The filtrate was concentrated under reduced pressure. The residue was dissolved in CH2CI2 and washed with water, brine, dried over anhydrous a2S04 and concentrated under reduced pressure. The crude material was purified by BIOTAGE eluting with 0%-15% EtOAc/CH2Cl2 at 30 mL/min. Concentration of appropriate fractions provided the title compound (32 mg, 30% yield). LC/MS: Example 109A (at) 2.49 min (RT) (Condition G). MS (ES): m/z=262.42 [M+H]+. XH NMR (400 MHz, CDC13) delta ppm 9.38 (1 hr, s), 8.71 (1 hr, s), 8.08-8.15 (1 hr, m), 7.96 (1 hr, dd, J=8.06, 1.01 Hz), 7.51-7.71 (4 hr, m), 7.39-7.51 (3 hr, m)., 1423-61-6

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

Reference：
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); 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.24434-84-2,Benzo[b]thiophene-3-carbonitrile,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 × 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., 24434-84-2

As the paragraph descriping shows that 24434-84-2 is playing an increasingly important role.

Reference：
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

6314-28-9, To a dry 25mL round bottomed flask was added 44mg (0.25mmol) benzo[b]thiophene-2-carboxylic acid and excess (5mL) thionyl chloride, and the resulting mixture held at reflux for 3h. The resulting benzo[b]thiophene-2- carbonyl chloride was then evaporated to dryness via rotavap in preparation for the next step.

The synthetic route of 6314-28-9 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; PURDUE RESEARCH FOUNDATION; VAN RIJN, Richard M.; CUSHMAN, Mark S.; LILL, Markus; CASSELL, Robert James; ABDALLAH, Amr Hamed Mahmoud; ELSAYED, Mohamed S. A.; (28 pag.)WO2018/231635; (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.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

[Referential Example 25] 5-Chlorobenzo[b]thiophene-2-carboxylic acid: After 5-chlorobenzo[b]thiophene (2.53 g) was dissolved in absolute ether (40 ml), and the interior of a vessel was purged with argon, the solution was cooled to -78C. tert-Butyllithium (1.54N hexane solution, 9.74 ml) was added dropwise to the solution, and the mixture was stirred at the same temperature for 1 hour in total. The reaction mixture was heated to 0C and stirred for 1.5 hours. The reaction mixture was cooled again to-78C and stirred for 1.5 hours while blowing carbon dioxide into the interior of the vessel. The temperature was returned to room temperature, 0.3N hydrochloric acid (100 ml) and ethyl acetate were added to the reaction mixture to separate an organic layer. The solvent was distilled off under reduced pressure, and ether was added to the residue. Precipitates were collected by filtration to obtain the title compound (2.67 g) as a colorless solid. 1H-NMR (DMSO-d6) delta: 7.53(1H,dd,J=8.5,2.2Hz), 8.07-8.11(3H,m), 13.65(1H,br.s). MS (FAB) m/z: 213(M+H)+.

20532-33-6, The synthetic route of 20532-33-6 has been constantly updated, and we look forward to future research findings.

Reference：
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1270557; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem