Category: benzothiophene

4965-26-8,4965-26-8, 5-Nitrobenzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A mixture of 5-nitrobenzo[b]thiophene (3.09 g, 17.0 mmol) and 10% palladium on carbon (Aldrich, cat. No. 20,569-9) (150 mg) in ethanol (90 mL) was shaken in a Parr flask under a hydrogen atmosphere of 3 bar. After 16 h the catalyst was filtered off over a celite pad and washed with ethanol (2 x 30 mL). The filtrate was evaporated in vacuo to yield benzo[b]thiophen-5-amine (2.57 g, 100%) as a dark purple amorphous solid. 1H NMR delta (CDCl3, 400 MHz) 3.70 (br. s., 2 H), 6.78 (dd, 7=8.61, 1.96 Hz, 1 H), 7.10 (d, /=2.35 Hz, 1 H), 7.14 (d, /=5.09 Hz, 1 H), 7.38 (d, /=5.48 Hz, 1 H), 7.63 (d, /=8.61 Hz, 1 H).

As the paragraph descriping shows that 4965-26-8 is playing an increasingly important role.

Reference£º
Patent; AMGEN, INC.; WO2006/66172; (2006); A1;,
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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 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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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;,
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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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6314-28-9,6314-28-9, Benzo[b]thiophene-2-carboxylic acid is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Example 36; Preparation of 3-(1 -benzothien-2-yl)-6-(3-fluoro-2-hvdroxyphenyl)-2-methyl-5-(2- phenylethyl)-4(3H)-pvrimidinone; [00115] a; 1 ,1-Dimethylethyl 1-benzothien-2-ylcarbamate; EPO [00116] To a solution of i-benzothiophene-2-carboxylic acid (5.0 g, 0.028 mol) in dry NBuOH (70 ml_) was added TEA (4.3 ml_, 0.031 mol). After 5 min. of stirring, DPPA (6.67 ml_, 0.031 mol) was added and the reaction was refluxed for 16 h. The reaction was concentrated and the resulting residue was diluted with ethyl acetate and washed successively with sat. NaHCO3 and brine. The organic phase was dried over Na2SO4, filtered and concentrated before purifying by silica chromatography (0 – 40% ethyl acetate/hexane) to afford pure product (4.35 g) in 62% yield. 1H NMR (400 MHz, DMSO-Cf6) ? ppm 1.50 (s, 9 H), 6.77 (s, 1 H), 7.15 (t, J=0.85 Hz, 1 H), 7.26 (t, J=0.85 Hz, 1 H), 7.59 (d, J=7.79 Hz, 1 H), 7.76 (d, J=7.78 Hz, 1 H), 10.2 (brs, 1 H).

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

Reference£º
Patent; NPS PHARMACEUTICALS, INC.; GLAXOSMITHKLINE; WO2006/41968; (2006); A1;,
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Benzothiophene | C8H6S – PubChem

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.4965-26-8,5-Nitrobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

5-Nitro-1-benzothiophene (1.70g, 9.49mmol) was hydrogenated in ethanol (34ml) under 3atm of H2 in the presence of 5% Pd/C (0.17g). After removal of the catalyst by filtration, the filtrate was concentrated in vacuo to give an amino derivative. This compound was methylated using the procedure described by Crochet et al.41 The crude product thus obtained was treated with 2-chloronicotinoyl isothiocyanate (9) prepared from 2-chloronicotinoyl chloride (1.67g, 9.49mmol) to give 16q (546mg, 18% from 2-chloronicotinoyl chloride) as a white solid by the method described for 18: mp 214-216C (from ethyl acetate/EtOH); 1H NMR (400MHz, CDCl3) delta 8.68 (dd, J=7.9, 1.8Hz, 1H), 8.53-8.58 (m, 1H), 8.04 (d, J=8.5Hz, 1H), 7.82 (d, J=2.0Hz, 1H), 7.63 (d, J=5.4Hz, 1H), 7.41 (d, J=5.5Hz, 1H), 7.34-7.40 (m, 1H), 7.28 (dd, J=8.5, 2.1Hz, 1H), 3.72 (s, 3H); 13C NMR (100MHz, CDCl3) delta 169.94, 165.54, 156.14, 152.66, 140.93, 140.83, 138.06, 137.53, 129.15, 124.65, 123.88, 123.42, 123.35, 123.22, 119.88, 40.94; MS (FAB) m/z 326 (M++1). Anal. Calcd for C16H11N3OS2: C, 59.06; H, 3.41; N, 12.91; S, 19.71. Found: C, 59.03; H, 3.23; N, 12.79; S, 19.48.

4965-26-8, The synthetic route of 4965-26-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Inami, Hiroshi; Shishikura, Jun-Ichi; Yasunaga, Tomoyuki; Ohno, Kazushige; Yamashita, Hiroshi; Kato, Kota; Sakamoto, Shuichi; Bioorganic and Medicinal Chemistry; vol. 23; 8; (2015); p. 1788 – 1799;,
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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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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, 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.; US2007/191451; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191453; (2007); A1;,
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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

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;,
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Benzothiophene | C8H6S – PubChem