Day: November 10, 2020

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.16587-47-6,6-Methylbenzo[b]thiophene,as a common compound, the synthetic route is as follows.

EXAMPLE 4 6-Methyl-benzo[b]thiophene was dissolved in anhydrous THF (75 mL) and cooled to -60 C. N-BuLi (11.4 mL, 18.2 mmol, 1.6M in hexanes) was added and the mixture was stirred for 45 min at -60 C. A solution of [1,3,2]Dioxathiolane 2,2-dioxide (2.26 g, 1.82 mmol) in THF (15 mL) was added dropwise and the temperature was allowed to slowly reach room temperature, while being stirred overnight. MeOH was added and the mixture was concentrated in vacuo. In a separate vessel AcCl (15 mL) was slowly added to cooled (0 C.) MeOH (150 mL) and stirred for 15 min. This mixture was cannulated to the residue obtained as described above and stirred for 4 hrs at room temperature. After concentration, EtOAc was added and the mixture was washed with sat. NaHCO3 and brine, dried (Na2SO4), filtered and concentrated in vacuo. Silica gel column chromatography (eluent: hexanes with gradient up to hexanes/EtOAc=4/1) afforded 2.83 g of 2-(6-methyl-benzo[b]thiophen-2-yl)-ethanol as a white solid in 89% yield., 16587-47-6

16587-47-6 6-Methylbenzo[b]thiophene 35790, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; Neurocrine Biosciences, Inc.; US2006/14797; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

17402-83-4, Benzo[b]thiophen-4-amine is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

In a round bottom flask, 5.0 g 7-(4-(bis (2-chloroethyl) ammo) butoxy) quinolin-2(1H)-one, 20 ml n-butanol were taken at 25-35¡ã C. 2.29 g benzo[b]thiophen-4-amine was added into the reaction mixture at 25-35¡ã C. The reaction mixture was stirred at 110-125¡ã C. After completion of the reaction, the reaction mixture was cooled to 20-25 ¡ã C. and filtered and washed with toluene. The solid was dried in a hot air oven at 45-50¡ã C. to obtain brexpiprazole. The brexpiprazole can be purified by isopropanol and water. Yield: 90percent.

17402-83-4, As the paragraph descriping shows that 17402-83-4 is playing an increasingly important role.

Reference£º
Patent; CADILA HEALTHCARE LIMITED; DESAI, Sanjay Jagdish; PARIHAR, Jayprakash Ajitsingh; SHAH, Alpesh Pravinchandra; (21 pag.)US2017/320862; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

a.) 3-Benzo[b]thiophen-2-yl-acrylic acid tert-butyl ester (Scheme 3); Potassium bis(trimethylsilyl)amide (5.4 g, 0.027 mol) was added to a solution of 18- Crown-6 (13.7 g, 0.052 mol ) and (diphenoxy-phosphoryl)-acetic acid tert-butyl ester (9.4 g, 0.027 mol) in dry THF (120 ml_) at -78 0C. After 30 minutes of stirring at this temperature, benzo[b]thiophene-2-carbaldehyde (4.0 g, 0.024 mol) was added and the reaction was stirred for 3 hours at -78 0C after which the reaction was quenched with saturated ammonium chloride (200 mL). The reaction mix was allowed to come to room temperature and was extracted with ethyl acetate (3 X 200 mL) and the combined organic extracts were washed with 10 % HCI (200 mL), brine (200 mL), and dried over MgSO4. The solvent was evaporated in vacuo leaving the crude product that was purified by column chromatography (Sitheta2) using a 5-40 % ethylacetate-hexane gradient to afford the subtitle compound (4.64 g, yield: 74 %). MS calculated for C15Hi6O2S +H: 261 , observed: 261.

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; ATHERSYS, INC.; WO2006/28961; (2006); 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.360575-29-7,Methyl 4-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

12202] A mixture of 353 mg of methyl 4-bromobenzo[b] thiophene-2-carboxylate, 217 mg of 2-thiophene boronic acid, 287 mg of lithium chloride, 248 mg of sodium carbonate, 75 mg of tetrakis(triphenylphosphine)palladium (0), 10 ml of 1 ,4-dioxane, and 5 ml of water was stirred for 3 hours at 100 C. under a nitrogen atmosphere. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. Chloroform and water were added to the residues, and insoluble matter was separated by filtration. The aqueous layer was extracted twice by using chloroform, and the collected organic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel colunm chromatography, thereby obtaining 350 mg of methyl 4-(2-thienyl)benzo[b]thiophene-2-carboxylate (hereinafier, described as a ?compound 52 of the present invention?).12203] Compound 52 of the Present Invention 12204] ?H-NMR (CDC13) oe: 8.42 (s, 1H), 7.84-7.82 (m,1H), 7.51-7.48 (m, 2H), 7.44-7.42 (m, 1H), 7.36-7.35 (m,1H), 7.20-7.18 (m, -1H), 3.95 (s, 3H)., 360575-29-7

The synthetic route of 360575-29-7 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; US2015/282482; (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.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

General procedure: Under an argon atmosphere, Pd(OAc)2 (3.3 mg, 0.015 mmol, 5 mol%),PCy3¡¤HBF4 (22.1 mg, 0.06 mmol, 20 mol%), benzaldehyde N-tosylhydrazone1a (99 mg, 0.36 mmol), 4-bromo-1,1?-biphenyl (2a; 70 mg,0.3 mmol), and Cs2CO3 (195 mg, 0.6 mmol) were successively addedto a flame-dried 25 mL Schlenk flask. The reaction flask was degassedthree times with argon. Then anhyd toluene (2.7 mL) and i-PrOH (0.3mL) were added with a syringe. Note that the aryl bromide in oil formwas added to the reaction flask prior to i-PrOH. The reaction washeated at 80 C with stirring for about 12 h, then it was cooled to r.t.,and filtered through a short pad of neutral alumina with EtOAc (25mL) as eluent. Solvent was then removed in vacuo to leave a crudemixture, which was purified by silica gel column chromatography(eluent: PE) to give 3a3d as a white solid (59 mg, 80%)

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

Reference£º
Article; Xia, Yamu; Hu, Fangdong; Xia, Ying; Liu, Zhenxing; Ye, Fei; Zhang, Yan; Wang, Jianbo; Synthesis; vol. 49; 5; (2017); p. 1073 – 1086;,
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.

5381-20-4, 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.

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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,5381-20-4

Thianaphthene-3-carboxaldehyde (1.62 g, 10.0 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (4.0 g, 42 mmol) was added and the mixture was heated to reflux for 16 hours. The mixture was cooled to room temperature. Sodium borohydride (0.416 g, 11.0 mmol) was added and the mixture was stirred at room temperature for three hours. The reaction was diluted with water (50 mL) and extracted with chloroform (3¡Á75 mL). The extracts were concentrated and chromatographed (5% methanol in DCM) to yield the title compound as a white solid.1H NMR (DMSO-d6): delta 7.98 (1H, dd, J=6.5, 2.3 Hz), 7.92 (1H, dd, J=6.6, 2.4 Hz), 7.62 (1H, s), 7.36-7.45 (2H, m), 7.08 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.31 (2H, d, J=6.3 Hz).

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

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191461; (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.

Step E: To a solution of diisopropylamine (15.5 mL, 110 mmol) in THF (100 mL) at 0 C. was added n-butyllithium (40 mL of 2.5M in hexanes, 100 mmol). The resultant reaction solution was stirred at 0 C. for 30 minutes and then cooled to -40 C., before it was cannulated to a solution of 5-bromobenzothiophene (10.5 g, 50.0 mmol) and chlorotrimethylsilane (12.7 mL, 100 mmol) in THF (150 mL) at -78 C. The reaction solution was stirred at -78 C. for 1 hour, and then it was quenched with aqueous ammonium chloride at -78 C. and warmed to room temperature. The resultant mixture was extracted with ethyl acetate and the organic extract obtained was washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue obtained was purified by flash column chromatography (hexanes to 98:2 hexanes/ethyl acetate) to give the desired 5-bromo-2-trimethylsilylbenzothiophene (14.1 g, 98%) as a clear colorless oil: 1H NMR (500 MHz, CDCl3) delta 7.93 (d, J=2.0 Hz, 1H), 7.72 (d, J=8.5 Hz, 1H), 7.39 (dd, J=8.5, 2.0 Hz, 1H), 7.37 (s, 1H), 0.38 (s, 9H).

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

Reference£º
Patent; AMR Technology, Inc.; US2007/21408; (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.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

EXAMPLE 33 [0221] Preparation of (2S)-3-[4-(5-Chlorobenzo[b]thiophen-2-yl)-2-methyl-1,2,3,6-tetrahydropyridyl]-1-(1H-indol-4-yl)oxy-2-propanols oxalate. [CHEMMOL-00072] [0222] Preparation of 4-(5-Chlorobenzo[b]thiophen-2-yl)-2-methyl-1,2,3,6-tetrahydropyridine and 4-(5-Chlorobenzo[b]thiophen-2-yl)-2-methyl-1,2,5,6-tetrahydropyridine. [CHEMMOL-00073] [0223] Scheme IA, Step A: A solution of 5-chlorobenzo[b]thiophene (505.4 mg, 3.0 mmol) in dry THF (10 mL) at -78 C. is treated with 1.6 M n-BuLi in hexanes (2.2 mL, 3.3 mmol) for 1 h. To this is cannulated N-t-butoxycarbonyl-4-(2-methyl)piperidone (3.3 mmol) in THF (5 mL) and the reaction mixture is stirred at -78 C. for 2h, warmed to room temperature and stirred for an additional 1 h. The reaction is then quenched with 40 mL of saturated aqueous NaHCO3 solution. The mixture is then extracted with (3¡Á50 mL) EtOAc. The organic layers are washed with 40 mL of brine, combined, dried over MgSO4 and concentrated. Purification with flash chromatography (25% EtOAc/hexanes) affords the intermediate title compound which is carried on to the next step., 20532-33-6

20532-33-6 5-Chlorobenzothiophene 11309754, 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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,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);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem