Month: August 2020

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.

Unless otherwise specified, under an inert atmosphere C1 (31.9mg, 0.04 mmol, 10 mol %), aryl halide (0.4 mmol), boronic acid(1.2 mmol), and KOtBu (157.1 mg, 1.4 mmol), were added to anoven-dried 4 dram vial containing a magnetic stir bar. 1,4-Dioxane (4 mL) and EtOH (101.7 muL) were added. The vial wassealed with a screwcap featuring a PTFE/silicone septum andwas removed from the glovebox. The reaction mixture wasmagnetically stirred for 16 h in a temperature-controlled aluminumheating block set to 60 C. After 16 h, the reactionmixture was cooled to room temperature, taken up in EtOAc (ca.10 mL), and extracted with distilled water (3 ¡Á 10 mL). Theorganic layer was dried over anhydrous Na2SO4, filtered, andconcentrated with the aid of a rotary evaporator., 20532-33-6

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

Reference£º
Article; Sawatzky, Ryan S.; Stradiotto, Mark; Synlett; vol. 29; 6; (2018); p. 799 – 804;,
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

Step 1: Methyl 3-(benzothiophen-7-yl)-l-phenyl-pyrazole-5-carboxylate [00171] A suspension of intermediate 2 (3 mL of the solution from step 3, -0.54 mmol), 7-bromobenzothiophene (116 mg, 0.54 mmol), Pd(PPh3)4 (32.1 mg, 28 muiotaetaomicron), caesium fluoride (134 mg, 0.88 mmol) and methanol (1 mL) was stirred in a microwave reactor at 120 C for 30 min. The supernatant was decanted, evaporated to dryness and used immediately., 1423-61-6

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

Reference£º
Patent; CHDI FOUNDATION, INC.; DOMINGUEZ, Celia; MUNOZ-SANJUAN, Ignacio; MAILLARD, Michel; VATER, Huw, D.; JARVIS, Rebecca, E.; LUCKHURST, Christopher, A.; BUeRLI, Roland, W.; WISHART, Grant; STOTT, Andrew, J.; WO2014/159214; (2014); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

Example 11 Synthesis of N-benzo[b]thio-ohen-3-yl-methylidene-N’-(8-morpholin-4-yl-2-pyridin-4-yl-imidazo[1,2-b]pyridazin-6-yl)-hydrazine (Compound 11) (8-Morpholin-4-yl-2-pyridin-4-yl-imidazo[1,2-b]pyridazin-6-yl)-hydrazine (16.2mg, 0.0520mmol) was dissolved in ethanol (2mL). Thionaphthene-3-carboxyaldehyde (9.3mg, 0.057mmol) was added thereto and stirred at room temperature for 2 hours. Then, the reaction liquid was filtered, and the obtained solid material was washed with diethyl ether to obtain a title compound (21.6mg, 91%). The characteristic value of the compound is shown below. 1H-NMR (300 MHz, DMSO): delta 3.87-3.89 (m, 4H), 3.98-4.01 (m, 4H), 6.49 (s, 1H), 7.43-7.57 (m, 2H), 7.88 (d, 2H, J=6.2 Hz), 8.04 (d, 1H, J=7.6 Hz), 8.06 (s, 1H), 8.34 (s, 1H), 8.57 (d, 2H, J=6.2 Hz), 8.59 (s, 1H), 8.71 (d, 1H, J=8.2 Hz), 10.99 (s, 1H); MS (ESI) m/z 456 (M+H)+.

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

Reference£º
Patent; AJINOMOTO CO., INC.; EP2518072; (2012); 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.16587-47-6,6-Methylbenzo[b]thiophene,as a common compound, the synthetic route is as follows.

Intermediate M10-2-1 was hydrogenated with n-butyllithium to give lithium salt and triisopropyl borate. The acid solution was obtained by acid hydrolysis of boronic acid M10-2-2 with 3-bromo-N- Ethyl carbazole was obtained by Suzuki coupling to afford the intermediate M10-2-3, the intermediate M10-2 was obtained by NBS bromination

16587-47-6, The synthetic route of 16587-47-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KUNSHAN VISIONOX DISPLAY CO., LTD.; TSINGHUA UNIVERSITY; BEIJING VISIONOX TECHNOLOGY CO., LTD.; BEIJING ETERNAL MATERIAL TECHNOLOGY CO., LTD.; QIU, YONG; FAN, HONG-TAO; WANG, XING; DUAN, LIAN; REN, XUE-YAN; (115 pag.)TWI583682; (2017); B;,
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: In an oven-dried Schlenk tube equipped with a magnetic stir bar, the photocatalyst [Ir(dF-CH3-ppy)2(dtbpy)]PF6 (PC-1) (5.1 mg, 0.005 mmol, 1.0 mol%) was dissolved in MeCN (0.4 mL) andwater (0.1 mL) under an atmosphere of dry argon. In the absence of light, the respectivebenzothiophene (0.50 mmol, 1.0 equiv) and alkene (1.50 mmol, 3.0 equiv) were added in anargon stream. The reaction mixture was degassed by three freeze-pump-thaw cycles and thetube was finally backfilled with argon. The reaction was stirred under irradiation with visiblelight from two 30 W Kessil LED (lambdamax = 455 nm, see chapter 1.2 for emission spectrum). Afterthe indicated time, the solvent was removed in vacuo and the residue was purified by flashcolumn chromatography on silica gel to afford products 3a-3o as (mostly) inseparablemixtures of diastereomers.

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

Reference£º
Article; Strieth-Kalthoff; Henkel, Christian; Teders, Michael; Kahnt, Axel; Knolle, Wolfgang; Gomez-Suarez, Adrian; Dirian, Konstantin; Alex, Wiebke; Bergander; Daniliuc, Constantin G.; Abel; Guldi, Dirk M.; Glorius; Chem; vol. 5; 8; (2019); p. 2183 – 2194;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95-15-8, General procedure: In 0.5 M hexane solvent, 1.25 molar equivalents of Na-TMP was reacted with 0.4 mmol of benzo[b]thiophene (arene) at 25 C. for 30 minutes, 1.5 molar equivalents of heavy water (D2O: electrophilic reagent) was then added thereto and reacted therewith at 0 C. for 1 hour. The product was evaluated through analysis by 1H-NMR, and the yield of isolated deuterated benzo[b]thiophene in which a hydrogen atom located at 2-position of benzo[b]thiophene was substituted by heavy hydrogen was calculated in the same manner as in Experiment Number 1. The isolated yield was 99%.A reaction was performed using benzo[b]thiophene as an arene and iodomethane (MeI) as an electrophilic reagent in the same manner as in Experiment Number 2, the product was then evaluated, and the yield of isolated 2-methyl-benzo[b]thiophene in which a methyl group (-Me) was added at 2-position of benzo[b]thiophene was calculated. The isolated yield was 77%

The synthetic route of 95-15-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; KOBELCO ECO-SOLUTIONS CO.,LTD.; MURAKAMI, Yoshiaki; FUKUSHIMA, Miyuki; TAKAI, Kazuhiko; ASAKO, Sobi; (16 pag.)US2019/359571; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,6314-28-9

Benzo[b]thiophene-2-carboxylic Acid [4a-(3-Methoxyphenyl)-8a-methyl-2-(3-phenylpropyl)octahydroisoquinolin-6-yl]amide (25d).; To compound 24 (52 mg, 0.132 mmol) dissolved in anhydrous THF (10 mL) was added benzo[b]thiophene-2-carboxylic acid (35 mg, 0.198 mmol), triethylamine (0.092 mL, 0.662 mmol), and BOP reagent (64 mg, 0.145 mmol), and the reaction mixture was allowed to stir at room temperature for 1.5 h. Reaction was monitored by TLC (30% CMA 80 in CH2Cl2). The reaction mixture was diluted with EtOAc (20 mL) and washed with saturated aqueous NaHCO3 (20 mL) followed by water (20 mL). The aqueous layers were back extracted with EtOAc (2¡Á20 mL). The combined organic layers were washed with 1 N NaOH (25 mL), dried (MgSO4), and concentrated under reduced pressure to afford crude product. The crude product was purified by flash chromatography (20% CMA 80 in CH2Cl2) to afford 70 mg (96%): LCMS (ESI): m/z 553.9 (M+H)+; 1H NMR (CDCl3, 300 MHz) delta 7.74-7.81 [m, 3H], 7.36-7.40 [m, 2H], 7.18-7.31 [m, 7H], 6.74-6.75 [m, 1H], 6.12 [d, J=9 Hz, 1H], 4.47 [m, 1H], 3.81 [s, 3H], 2.76-2.79 [br, 1H], 2.59-2.67 [m, 3H], 2.36-2.39, [m, 2H], 2.15-2.29 [m, 4H], 1.89-1.94 [m, 3H], 1.60-1.81 [m, 4H], 1.53 [d, J=12 Hz, 1H], 1.26-1.32 [m 1H], 1.24 [s, 3H]; 13C NMR (CDCl3, 300 MHz) delta 161.9, 159.3, 148.7, 142.8, 141.2, 139.5, 139.2, 128.9, 128.8, 128.7, 126.6, 126.1, 125.3, 125.2, 123.1, 122.0, 116.4, 110.8, 62.3, 58.3, 55.6, 51.2, 47.1, 44.4, 38.1, 37.0, 36.8, 35.6, 34.0, 29.2, 28.3, 26.7.

As the paragraph descriping shows that 6314-28-9 is playing an increasingly important role.

Reference£º
Patent; Research Triangle Institute; US2007/27182; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

351005-12-4, 5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,351005-12-4

5-bromo-1 ,3-dihydro-2-benzothiophene-2,2-dione (475 mg, 1.92 mmol)and freshly prepared bromo[1-(methoxycarbonyl)cyclopropyl]zinc (4.81 mL, 3.84mmol) were dissolved in dry THF (5 mL) and the solution was degassed by nitrogen bubbling for 5 mm. Then, XPhos (183 mg, 0.38 mmol) and Pd2(dba)3 (176 mg, 0.19 mmol) were incorporated and the reaction mixture was stirred at75C for lh. The mixture was cooled to rt and quenched with water and extracted with EtOAc. The combined organic layers were dried over MgSO4, filtered and the solution was concentrated to dryness. The crude was adsorbed onto silica gel and purified by column chromatography eluting with a gradient of Cyclohexane/EtOAc from [90:10] to [60:40]. The product fractions were combined and concentrated to dryness to afford a white solid. The solid was triturated with cyclochexane and dried under vacuum at 40C to constant weight to afford methyl 1 -(2,2-dioxo-1 ,3-d ihyd ro-2-benzoth iophen-5-yl)cyclopropane-1 – carboxylate Ex.43a (254 mg, 50%) as white solid. 1 H NMR (300 MHz, DMSOd6, din ppm): 1.18-1.22 (m, 2H), 1.47-1.51 (m, 2H), 3.54 (s, 3H), 4.46 (s, 4H),7.29-7.35 (m, 3H).

351005-12-4 5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide 288396, abenzothiophene compound, is more and more widely used in various.

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

130-03-0, Benzo[b]thiophen-3(2H)-one is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a 5 mL flame-dried microwave flask was added benzo[b]thiophen-3(2H)-one (0.24 mmol, 0.12 equiv) and 5-aryl-2-formylpyrrole (0.2 mmol, 0.1 equiv). The flask was capped with analuminume-PTFE crimp cap, sealed, and evacuated and backfilled with nitrogen three times. To the flask was then added anhydrous toluene (2 mL, 0.1M in aldehyde) and piperidine (10 mL, 0.1 mmol,0.5 equiv). The flask was transferred to a pre-warmed oil bath set to 111 C and stirred for 2 h. After 2 h the flask was removed from theoil bath and cooled to room temperature and then to 0 C in a water-ice bath. To the flask was added hexanes (5 mL) and the flask was allowed to sit for an addition 10-30 min. The mixture was the filtered, and the precipitate was then triturated with hexanes to until the filtrate ran clear to provide the pure product as a red, blue,or purple solid depending on the substrate., 130-03-0

130-03-0 Benzo[b]thiophen-3(2H)-one 10986413, abenzothiophene compound, is more and more widely used in various.

Reference£º
Article; Zweig, Joshua E.; Ko, Tongil A.; Huang, Junrou; Newhouse, Timothy R.; Tetrahedron; vol. 75; 34; (2019);,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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

To a 20-mL sealed tube purged and maintained with an inert atmosphere of nitrogen,was placed a solution of 2-ethyl-5-[(3-methylcyclohexyl)oxyjaniline (1.0 g,4.29 mmol,as prepared in the previous step) in EtOH (10 mL) then 2-oxopropanoic acid (1.13 g,12.83 mmol) and 1-benzothiophene-3-carbaldehyde (626 mg,3.86 mmol) were added. The reaction was stirred overnight at 120C then concentrated under reduced pressure. The crude product was purified by Flash-PrepHPLC (IntelFlash-1: Column,C18; mobile phase,ACN,water (0.5% TFA) and ACN (80.0%ACN up to 95.0% in 15 mm); Detector,UV 254 nm) then the isomers were separated by PrepSFC (Prep 5FC350-2: Column,CHIRALPAK AD-H SFC,5*25cm,Sum; mobile phase,C02(50%),ethanol(2mM NH3-MeOH); Detector,UV 254 nm) affording 56.7 mg (3%) of 2-(1-benzothiophen-3-yl)-8-ethyl-5-[[(1 R,3 S)-3-methylcyclohexylj oxyl quinoline-4-carboxylic acid (Compound 182) as alight yellow solid,53.9 mg(4%) of 2-(1-benzothiophen-3-yl)-8-ethyl-5-[[(1 R,3R)-3-methylcyclohexyll oxyl quinoline-4-carboxylic acid (Compound 184) as a light yellow solid and a mixture of Compound 181 and Compound 183. This mixture was separated by Chiral-Prep-HPLC (HPLC-09: Column: CHIRALPAK-AD-H-5L002,20*250 mm; Mobile Phase A:Hex–HPLC,Mobile Phase B: IPA–HPLC; Flow rate: 15 mL/min; Gradient: 40 B to 40 B in 16 mm; 254 nm) affording 55.7 mg (3%) of 2-(1-benzothiophen-3-yl)-8-ethyl-5-[[(1 S,3R)-3-methylcyclohexyll oxyl quinoline-4-carboxylic acid (Compound 181) as a brown solid and 56.8 mg (3%) of 2-(1-benzothiophen-3-yl)-8-ethyl-5-[[(1 S,35)-3-methylcyclohexyljoxyjquinoline-4-carboxylic acid (Compound 183) as a brown solid. j0401j 2-(1-Benzothiophen-3-yl)-8-ethyl-5-j j(1S,3R)-3-methylcyclohexyljoxyjquinoline-4-carboxylic acid (Compound 181): Mass Spectrum(LCMS,ESI pos): Calcd. for C27H28NO3S: 446.2 (M+H); Found: 446.2. 1H NMR (300 MHz,DMSO-d6): oe 13.14 (brs,1H ),9.26 (d,J= 7.5 Hz,1H ),8.81 (s,1H ),8.12 (d,J= 7.8 Hz,1H ),8.04 (s,1H ),7.46-7.61 (m,3H),7.02 (d,J= 8.1H z,1H ),4.86-4.85 (m,1H ),3.25 (q,J= 7.5Hz,2H),1.97-1.72 (m,4H),1.70-1.61 (m,1H ),1.60-1.45 (m,2H),1.37 (t,J= 7.5 Hz,3H),1.10-0.93 (m,1H ),0.87 (d,J= 6.3 Hz,1H ). HPLC purity (254 nm): 99.5%.j0402j 2-(Benzo jbjthiophen-3-yl)-8-ethyl-5-(((1R,3S)-3-methylcyclohexyl)oxy)quinoline-4-carboxylic acid (Compound 182): Mass Spectrum(LCMS,ESI pos): Calcd. for C27H28NO3S: 446.2 (M+H); Found: 446.2. 1H NMR (300 MHz,DMSO-d6): oe 13.14 (brs,1H ),9.26 (d,J= 7.5 Hz,1H ),8.81 (s,1H ),8.12 (d,J= 7.8 Hz,1H ),8.04 (s,1H ),7.46-7.61 (m,3H),7.02 (d,J= 8.1H z,1H ),4.86-4.85 (m,1H ),3.25 (q,J= 7.5Hz,2H),1.97-1.72 (m,4H),1.70-1.61 (m,1H ),1.60-1.45 (m,2H),1.37 (t,J 7.5 Hz,3H),1.10-0.93 (m,1H ),0.87 (d,J= 6.3 Hz,1H ). HPLC purity (254 nm): 99.7%.j0403j 2-(Benzo jbjthiophen-3-yl)-8-ethyl-5-(((1S,3S)-3-methylcyclohexyl)oxy)quinoline-4-carboxylic acid (Compound 183): Mass Spectrum(LCMS,ESI pos): Calcd. for C27H28NO3S: 446.2 (M+H); Found: 446.2. 1H NMR (300 MHz,DMSO-d6): oe 13.14 (s,1H ),9.27 (d,J= 7.8 Hz,1H ),8.81 (s,1H ),8.12 (d,J 7.8 Hz,1H ),8.04 (s,1H ),7.46-7.61 (m,3H),7.11 (d,J= 8.1H z,1H ),4.50-4.57 (m,1H ),3.24 (q,J= 7.5Hz,2H),2.10-2.13 (m,2H),1.47-1.80 (m,3H),1.29-1.43 (m,5H),1.10-1.28 (m,1H ),0.94 (d,J= 6.6 Hz,3H),0.79-0.89 (m,1H ). HPLC purity (254 nm): 99.6%.j0404j 2-(Benzo jbjthiophen-3-yl)-8-ethyl-5-(((1R,3R)-3-methylcyclohexyl)oxy)quinoline-4-carboxylic acid (Compound 184): Mass Spectrum(LCMS,ESI pos): Calcd. for C27H28NO3S: 446.2 (M+H); Found: 446.2. 1H NMR (300 MHz,DMSO-d6): oe 13.14 (s,1H ),9.27 (d,J= 7.8 Hz,1H ),8.81 (s,1H ),8.12 (d,J 7.8 Hz,1H ),8.04 (s,1H ),7.46-7.61 (m,3H),7.11 (d,J= 8.1H z,1H ),4.50-4.57 (m,1H ),3.24 (q,J= 7.5Hz,2H),2.10-2.13 (m,2H),1.47-1.80 (m,3H),1.29-1.43 (m,5H),1.10-1.28 (m,1H ),0.94 (d,J= 6.6 Hz,3H),0.79-0.89 (m,1H ). HPLC purity (254 nm): 99.7%.

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

Reference£º
Patent; PROTEOSTASIS THERAPEUTICS, INC.; MUNOZ, Benito; BASTOS, Cecilia, M.; PARKS, Daniel; KOMBO, David; (301 pag.)WO2017/62581; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem