Tag: M.W:200-300

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

EXAMPLE 9 N-[(5-bromobenzor[b]thien-3-yl)methyl]-sulfamide (Compound #15) 5-Bromobenzothiophene (1.60 g, 7.51 mmol) and dichloromethyl methyl ether (1.29 g, 11.3 mmol) were dissolved in anhydrous 1,2-dichloroethane (75 mL). Titanium tetrachloride (2.14 g, 11.3 mmol) was added, turning the solution dark. After one hour at room temperature, the reaction was poured into a mixture of saturated aqueous NaHCO3 and ice. The mixture was stirred for about 30 minutes and then was extracted with DCM (2*100 mL). The extracts were concentrated and chromatographed (0 to 5% ethyl acetate in hexane) to yield 5-bromo-benzo[b]thiophene-3-carbaldehyde (1.32 g).

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

Reference£º
Patent; Parker, Michael H.; Reitz, Allen B.; Maryanoff, Bruce E.; US2006/47001; (2006); A1;,
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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.

N-Bromosuccinimide (5.73 g. 32.2 mmol) was added slowly into the stirred solution of 7- bromobenzo[b]thiophene (5.28 g, 24.78 mmol) in chloroform (25 mL) and acetic acid (25 mL) at 0 C. The resulting reaction mixture was stirred at 25 C for 24 h. The reaction was monitor by tlc and after completion of reaction the reaction mixture washed with saturated solution of Na2S2O3 (20 mL), NaHCO3 (20 mL) and water (10 mL). The organic part was dried over anhydrous sodium sulfate and concentrated under reduce pressure to give crude product which was purified by column chromatography on silica gel using hexane as eluent to afford 3,7- dibromobenzo[b]thiophene (4.7 g, 16.135 mmol) as white solid. ?H-NMR (400 MHz, CDC13): 0 7.80 (dd, J? = 8.2 Hz, J? = 0.9 Hz, 1H), 7.57 (d, J = 7.8 Hz, 1H), 7.52 (s, 1H), 7.36 (t, J = 7.8 Hz, 1H).

1423-61-6, The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; CURADEV PHARMA PRIVATE LTD.; BANERJEE, Monali; MIDDYA, Sandip; SHRIVASTAVA, Ritesh; RAINA, Sushil; SURYA, Arjun; YADAV, Dharmendra B.; YADAV, Veejendra K.; KAPOOR, Kamal Kishore; VENKATESAN, Aranapakam; SMITH, Roger A.; THOMPSON, Scott K.; WO2014/186035; (2014); A1;,
Benzothiophene – Wikipedia
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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

Preparation of 1-benzothiophen-7-yl magnesium bromide To magnesium turnings (230 mg, 9.6 mmoi) in THF (5 mL) was added 1 iodine crystal and a few drops of 7-bromobenzothiophene. A vigorous reaction ensued. The remaining 7-bromobenzothiophene (1.7 g, 8.0 mmol) in THF (10 ml) was added dropwise. The reaction mixture was left to reflux by itself. Once the reaction exotherm had dissipated, the reaction mixture was heated under reflux for about 15 minutes to yield the required Grignard reagent., 1423-61-6

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

Reference£º
Patent; SASOL TECHNOLOGY (PROPRIETARY) LIMITED; MAUMELA, Munaka Christopher; MOGOROSI, Moses Mokgolela; MOKHADINYANA, Molise Stephen; OVERETT, Matthew James; BLANN, Kevin; HOLZAPFEL, Cedric Wahl; WO2014/181247; (2014); 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

To a suspension of Mg turnings (0.341 g, 14.04 mmol) in dry THF (20 mL) was added a drop of 1,2-dibromoethane. The reaction was stirred and a solution of 7-bromobenzo[b]thiophene (2.494 g, 11.70 mmol) in dry THF (2 mL) was added. The reaction was heated to reflux temperature and kept so for 90 minutes. The reaction mixture was cooled to room temperature and added to cooled (0 C) solution of DMF (2.565 g, 35.10 mmol) in dry THF (10 mL). The reaction was stirred for 30 minutes at 0 C and then allowed to reach room temperature. The reaction was quenched by addition of saturated NH4Cl (25 mL). The mixture was extracted with EtOAc (3 ¡Á 50 mL) and the organic extracts were dried (MgSO4), filtered and evaporated under reduced pressure. The residue was purified by flash chromatography (petroleum ether/EtOAc, 20:1) to give the title compound, 3 (0.753 g, 71%) as a yellow oil. 1H NMR (300 MHz, CDCl3) delta 10.19 (s, 1H), 8.06 (dd, J = 7.9, 1.2 Hz, 1H), 7.83 (dd, J = 7.2, 1.2 Hz, 1H), 7.62 (d, J = 5.5 Hz, 1H), 7.53 (dd, J = 7.9, 7.2 Hz, 1H), 7.40 (d, J = 5.5 Hz, 1H). 13C NMR (75 MHz, CDCl3) delta 191.1, 141.1, 136.8, 131.3, 130.6, 130.3, 129.7, 124.1, 122.8

1423-61-6, The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Hansen, Martin; Jacobsen, Stine Engesgaard; Plunkett, Shane; Liebscher, Gudrun Eckhard; McCorvy, John D.; Braeuner-Osborne, Hans; Kristensen, Jesper Langgaard; Bioorganic and Medicinal Chemistry; vol. 23; 14; (2015); p. 3933 – 3937;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.360576-01-8,Methyl 6-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

12196] A mixture of 500 mg of methyl 6-bromobenzo[b] thiophene-2-carboxylate, 458 mg of 2-trifluoromethyl-5-py- ridyl boronic acid, 407 mg of lithium chloride, 352 mg of sodium carbonate, 107 mg of tetrakis(triphenylphosphine) palladium (0), 20 ml of 1 ,4-dioxane, and 10 ml of water was stirred for 2 hours at 1000 C. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. Chloroform was added to the residues, and insoluble matter was separated by filtration. Afier water was added to the filtrate, extraction was performed using chloroform. The organic layer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel column chromatography, thereby obtaining 366mg of methyl 6-(6-trifluoromethyl-3-pyridyl)benzo[b]thiophene-2-car- boxylate (hereinafier, described as a ?compound 49 of thepresent invention?). 12197] Compound 49 of the Present Invention12198] ?H-NMR (CDC13) oe: 9.02 (s, 1H), 8.12-8.10 (m,3H), 8.03-8.01 (m, 1H), 7.81-7.79 (m, 1H), 7.66-7.63 (m,1H), 3.98 (s, 3H)., 360576-01-8

As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Mukumoto, Fujio; Tamaki, Hiroaki; Kusaka, Shintaro; Iwakoshi, Mitsuhiko; US2015/282482; (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.10133-22-9,5-(Bromomethyl)benzo[b]thiophene,as a common compound, the synthetic route is as follows.

First method A solution of 8.6 g (0.0506 mole) of 1-(2-thiazolyl) piperazine and 5.75 g (0.0253 mole) of 5-bromomethyl benzo [b ] thiophene (MP 37 C) in 145 ml of anhydrous toluene containing 5 ml of dimethylformamide was stirred at 25 for 24 hours. At the completion of the reaction, the thiazolyl piperazine hydrobromide which had formed was filtered off and the solvent was evaporated from the filtrate under reduced pressure. There were obtained 10 g of a yellow oil which was treated with 50 ml of a 2N hydrochloric acid solution. The acid solution was washed with ether and the base was salted out with an excess of potassium carbonate. There were obtained 6 g of a crude crystallized product, which was recrystallized in 20 ml of ethanol to give 5 g of 1-(5-benzo [b] thienylmethyl)-4-(2-thiazolyl) piperazine as beige crystals melting at 80-82 C., 10133-22-9

The synthetic route of 10133-22-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Science-Union et Cie; US3954765; (1976); A;,
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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

Dichloro l,l ‘-bis(diphenylphosphino)ferrocene palladium(II) (14 g, 0.018 mol) was added to a mixture of 7-bromo-l-benzothiophene (Intermediate XI 3) (75 g, 0.35 mol, from Step 2), bis(pinacolato)diboron (110 g, 0.42 mol), potassium acetate (170 g, 1.8 mol), and toluene (750 mL) at room temperature under an argon atmosphere. The reaction mixture was then heated at 100 C. After 12 h, the reaction mixture was cooled to room temperature, partitioned between water and ethyl acetate, and the layers were separated. The organic material was washed sequentially with water and brine, dried (sodium sulfate), filtered, and the filtrate was concentrated under a vacuum. The residue was subjected to flash chromatography on silica gel (99: 1 hexane-ethyl acetate) to give 2-(l-benzothiophen-7-yl)-4,4,5,5-tetramethyl-l,3,2-dioxaborolane (60 g, Intermediate Y2) as a colorless solid, 1423-61-6

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

Reference£º
Patent; AMGEN INC.; ASHTON, Kate; BARTBERGER, Michael D.; BOURBEAU, Matthew Paul; CROGHAN, Michael D.; FOTSCH, Christopher H.; HUNGATE, Randall W.; KONG, Ke; NISHIMURA, Nobuko; NORMAN, Mark H.; PENNINGTON, Lewis D.; REICHELT, Andreas; SIEGMUND, Aaron C.; TADESSE, Seifu; ST. JEAN, David Jr; YANG, Kevin C.; YAO, Guomin; WO2013/173382; (2013); A1;,
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

This compound was synthetized using a modified procedure of . 7-bromobenzo[b]thiophene (1.0 g, 4.69 mmol, 1.0 eq.) was dissolved in diethyl ether (25 ml) and cooled at -40C. Then n-butyllithium 1.6 M (3.23 ml, 5.16 mmol, 1.1 eq) was added dropwise and the solution was warmed to 0C over a 1 h period. The solution was cooled to -60C and a solution of 2,2,2-trifluoro-1-morpholinoethan-1-one (0.86 g, 4.69 mmol, 1.0 eq) in diethyl ether (5 ml) was added in portions. The resultant mixture was stirred at -60C for 7 h and then warmed up to room temperature. The solution was hydrolyzed with saturated NH4Cl (5 ml), washed with NH4Cl (3 x 5 ml) and water (3 x 5 ml), dried (Na2SO4) and concentrated. The resulting residue was purified by flash column chromatography on silica gel using ethyl hexane: ethyl acetate (10:1) as eluent to afford a light-yellow solid (0.98 g, 91%). 1H-NMR (300 MHz, CDCl3) delta = 8.20 (ddd, J = 7.9, 4.5, 1.4 Hz, 2H), 7.70 (d, J = 5.5 Hz, 1 H), 7.58 (t, J = 7.9 Hz, 1 H), 7.49 (d, J = 5.5 Hz, 1 H). 19F NMR (282 MHz, CDCl3) delta = – 69.54 (s, CF3)., 1423-61-6

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

Reference£º
Patent; Oncostellae, S.L.; KURZ, Guido; CAMACHO GOMEZ, Juan; (123 pag.)EP3480201; (2019); A1;,
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Benzothiophene | C8H6S – PubChem

20699-85-8, Methyl 5-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 400 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 56 mg of lithium hydroxide monohydrate,5 ml of water, and 15 ml of methanol was stirred for 2 hours at 80C. After being cooled to room temperature, thereaction mixture was concentrated under reduced pressure. Water was added to the residues, and the residue waswashed three times with tert-butyl methyl ether. One (1) M hydrochloric acid was added to the aqueous layer to adjustpH thereof to 5 to 6. The precipitated solids were collected by filtration. The obtained solids were washed with waterand ethyl acetate and then dried under reduced pressure, thereby obtaining 280 mg of 5-aminobenzo[b]thiophene-2-carboxylic acid (hereinafter, described as a “compound 61 of the present invention”) 1H-NMR (DMSO-D6) delta: 7.82 (s, 1H), 7.63 (d, 1H, J = 8.8 Hz), 7.03 (d, 1H, J = 2.2 Hz), 6.86 (dd, 1H, J = 8.8, 2.2 Hz)., 20699-85-8

The synthetic route of 20699-85-8 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; EP2926660; (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.,4923-87-9

General procedure: A mixture of magnesium (288 mg, 12 mmol) and aryl bromide (15.6 mmol) was reacted in dry tetrahydrofuran under reflux for 30 minutes. Then, a solution of 2-aminobenzonitrile (708 mg, 6.0 mmol) in dry tetrahydrofuran (8 mL) was added slowly. After a refluxed period (2 h), methyl chloroformate (977 mg, 9.0 mol) was added dropwise at 0 C, and the resulting mixture was refluxed for 14 h. The mixture was cooled to ambient temperature and poured into a hydrochloric acid solution (2 M). The mixture was neutralized with 10% sodium bicarbonate aqueous solution and extracted with dichloromethane (30 mL ¡Á 3). The combined organic layer was dried over anhydrous sodium sulfate, concentrated in vacuo. The residue obtained was purified by flash column chromatography using dichloromethane/methanol as eluent to achieve the product. 4-(benzo[b]thiophen-5-yl)quinazolin-2(1H)-one (1m): white solid, mp: 312-313 C, 70% yield, the new compound, Rf = 0.25 (dichloromethane/methanol = 25/1); 1H NMR (400 MHz, DMSO-d6) delta 11.97 (s, 1H), 8.22 (d, J = 8.7 Hz, 2H), 7.91 (d, J = 5.4 Hz, 1H), 7.75 (t, J = 7.8 Hz, 2H), 7.67 (dd, J = 8.4, 1.1 Hz, 1H), 7.62 (d, J = 5.4 Hz, 1H), 7.40 (d, J = 8.1 Hz, 1H), 7.22 (t, J = 7.6 Hz, 1H). 13C NMR (100 MHz, DMSO-d6) delta 175.6, 155.4, 143.9, 141.5, 139.7, 135.6, 133.2, 129.4, 129.1, 125.5, 125.2, 125.0, 123.2, 122.9, 116.0, 114.8. HRMS (ESI) m/z Calculated for C16H10N2OS [M+H]+ 279.0587, found 279.0584.

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

Reference£º
Article; Meng, Fan-Jie; Shi, Lei; Jiang, Wen-Feng; Feng, Guang-Shou; Lu, Xiao-Bing; Zhao, Zi-Biao; Tetrahedron Letters; vol. 60; 33; (2019);,
Benzothiophene – Wikipedia
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