Category: benzothiophene

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, Benzothiophene-2-carboxylic acid 40 mg (0.22 mmol) and obtained in Preparation Example 2 tert- butyl 4- [4 – [(4-amino-piperidin-1-yl) methyl] -2-bromo- phenoxy] piperidine-1 – carboxylate 109 mg (0.24 mmol) 5 ml of N, N-dimethylformamide was then dissolved and bis(2-oxo-3-oxazolidinyl)phosphinic chloride( BOP-Cl) 84 mg (0.33 mmol) and triethylamine 92 ul (0.66 mmol) was added and the resultant mixture was stirred at room temperature for 16 hours. Water was added to the 30 ml and extracted with ethyl acetate 30 ml. The organic layer was dried and then anhydrous magnesium sulfate (MgSO4), washed with brine, chromatography and the filtrate was purified by silica gel column chromatography (dichloromethane: methanol, 30: 1, v / v) to give the target compound as a yellow 82% of the number to 112mg to give the (0.18mmol).

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

Reference£º
Patent; KOREA RESEARCH INSTITUTE OF CHEMICAL TECHNOLOGY; LEE, BYUNG HO; YI, KYU YANG; OH, KWANG SEOK; IM, CHAE JO; KIM, NAK JEONG; SO, JEE HEE; LEE, JEONG HYUN; SEO, HO WON; (54 pag.)KR2015/117318; (2015); A;,
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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: Method A. As a representative procedure, to an acetone (3.6 mL, 20 equiv) solution of 1-benzothiophene-2-carbaldehyde 1a (0.5 g, 3.00 mmol) at 0 C, cat. II (41 mg, 0.30 mmol, 0.1 equiv) was added in one portion. The mixture was stirred for 12 h at this temperature, and the resulting solution was treated with a solution of NH4Cl aq (15 mL) and extracted with EtOAc (20 mL). The organic phase was dried with Na2SO4 and concentrated under reduced pressure after filtration. The yellow crude solid was chromatographed using petroleum ether/EtOAc 70:30 to afford the corresponding aldol adduct 2a as a white solid (0.58 g, 89% yield). Method B. As a representative procedure, to an acetone (6.8 mL, 20 equiv) solution of benzo[b]thiophene-2-carbaldehyde 1a (1.0 g, 6.10 mmol) at 0 C, cat. III (154 mg, 0.61 mmol, 0.1 equiv) was added in one portion. The mixture was stirred for 12 h at this temperature, and the resulting solution was treated with a solution of NH4Cl aq (15 mL) and extracted with EtOAc (20 mL). The organic phase was dried with Na2SO4 and concentrated under reduced pressure after filtration. The yellow crude solid was chromatographed using petroleum ether/EtOAc 70:30 to afford the corresponding aldol adduct 2a as a white solid (1.12 g, 84% yield).

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Secci, Francesco; Cadoni, Enzo; Fattuoni, Claudia; Frongia, Angelo; Bruno, Giuseppe; Nicolo, Francesco; Tetrahedron; vol. 68; 24; (2012); p. 4773 – 4781;,
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With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.95-15-8,Thianaphthene,as a common compound, the synthetic route is as follows.

2-iodobenzo[b]thiophene Butyllithium 1.6M in hexane (112.5 ml, 180 mmole) and absolute ether (70 ml) were placed in a 500 ml three-necked flask under an argon atmosphere and cooled in an ice bath to 0 C. Benzothiophene (20.1 g, 150 mmole) dissolved in absolute ether (40 ml) was then added dropwise within 30 minutes while cooling with ice and the mixture was stirred for 2.5 hours in an ice bath. The reaction mixture was left overnight in a cold cabinet. Iodine (75.0 g) and absolute ether (50 ml) were placed in a 500 ml capacity 3-necked flask under an argon atmosphere and the solution of the lithium compound was added dropwise while cooling with ice. The reaction mixture was slowly heated to room temperature, hydrolyzed with water, washed with sodium thiosulfate solution and the organic phase was dried over sodium sulfate. The reaction solution was then concentrated by evaporation in vacuo and purified by means of flash chromatography with cyclohexane. Yield: 24.1 g (62%), semi-solid, pale brown crystals 1H-NMR (DMSO-d6): 7.32 (2H, m); 7.75 (1H, s); 7.81 (1H, m); 7.93 (1H, m)., 95-15-8

As the paragraph descriping shows that 95-15-8 is playing an increasingly important role.

Reference£º
Patent; GRUNENTHAL GMBH; US2009/156593; (2009); A1;,
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5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: The preparation of compounds 1-17 investigated in this studywas carried out according to the procedure described by Supuranet al. (1996).26 Sulfonilamide/3-fluorosulfanilamide or 4-(2-aminoethyl)-benzenesulfonamide (1.0 equiv) was dissolved in dryMeOH and stoichiometrical amount of the appropriatearomatic/herocyclic aldehydes containing either hydrophobic orhydrophilic moieties was added to the reaction. The solution wasstirred until the formation of a precipitate was completed whichwas collected by filtration, washed with ice cold MeOH and driedunder vacuo to afford the desired compounds 1-17.The synthesis and the full characterization of all compounds1-17 investigated here as CA inhibitors are reported elsewhere., 5381-20-4

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Ceruso, Mariangela; Carta, Fabrizio; Osman, Sameh M.; Alothman, Zeid; Monti, Simona Maria; Supuran, Claudiu T.; Bioorganic and Medicinal Chemistry; vol. 23; 15; (2015); p. 4181 – 4187;,
Benzothiophene – Wikipedia
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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.

General procedure: To an acetoxyacetate (2.85 g, 24.6 mmol, 20 equiv) solution of 1-benzothiophene-2-carbaldehyde 1a (0.2 g, 1.23 mmol) at 0 C, cat. III (19 mg, 0.123 mmol, 0.1 equiv) was added in one portion. The mixture was stirred for 12 h at this temperature, and the resulting solution was treated with a solution of NH4Cl aq (15 mL) and extracted with EtOAc (20 mL). The organic phase was dried with Na2SO4 and concentrated under reduced pressure after filtration. The yellow crude solid was chromatographed using petroleum ether/EtOAc 70:30 to afford the corresponding aldol adduct as a white solid (0.26 g, 78% yield).

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

Reference£º
Article; Secci, Francesco; Cadoni, Enzo; Fattuoni, Claudia; Frongia, Angelo; Bruno, Giuseppe; Nicolo, Francesco; Tetrahedron; vol. 68; 24; (2012); p. 4773 – 4781;,
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 (5 g, 30.8 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (12.22 g, 123.30 mmoles) and sulfamic acid (0.29 g, 3.08 mmoles) were added and the reaction mixture heated to 45 C. for 18 h. The reaction mixture was then cooled to room temperature. Sodium borohydride (1.2 g, 30.8 mmol) was added and the reaction mixture was stirred for 1 hour. 1 N HCl (30 mL, 30 mmol) was added and the reaction mixture was filtered through Celite. The filtered solution was then diluted with water (100 mL). The precipitate was filtered to yield the title compound as a off 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)

The synthetic route of 5381-20-4 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Abdel-Magid, Ahmed F.; Mehrman, Steven J.; US2006/270856; (2006); A1;,
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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

3541-37-5, General procedure: Amine (1.5 eq.) and appropriate aldehyde (1 eq.) were dissolved in MeOH/CH2Cl2 mixture(2:1 v:v), AcOH glac (1.5 eq.) was added, and the mixture was stirred under an Ar atmosphere at r.t.After 3 h, NaBH4 (6 eq.) was added, and stirring was continued for another 18 h. Solvent was removedunder reduced pressure, and the residue was dissolved in CH2Cl2. The organic layer was washed with2M NH4OH, water and then extracted with CH2Cl2. The combined organic layers were washed withbrine and dried over anhydrous Na2SO4. Finally, the solvent was evaporated under reduced pressure.

3541-37-5 Benzo[b]thiophene-2-carboxaldehyde 736500, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Konstantinovi?, Jelena; Videnovi?, Milica; Srbljanovi?, Jelena; Djurkovi?-Djakovi?, Olgica; Bogojevi?, Katarina; Sciotti, Richard; ?olaja, Bogdan; Molecules; vol. 22; 3; (2017);,
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95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

General procedure: n-BuLi (1.67 M solution in hexane, 1.3 mL, 2.2 mmol) was added dropwise into a solution of p-bromoanisole (383 mg, 2.0 mmol) in THF (3 mL) at -78 C for 30 min. Then, DMF (0.22 mL, 2.2 mmol) was added to the mixture and the obtained mixture was stirred at rt. After 2 h at the same temperature, THF was removed. Then, MeOH (3 mL) was added to the residue and the mixture was stirred at room temperature. After 30 min, I2 (1523 mg, 6 mmol) and K2CO3 (829 mg, 6 mmol) were added at 0 C and the obtained mixture was stirred for 22 h at rt. The reaction mixture was quenched with satd aq Na2SO3 (5 mL) and was extracted with CHCl3 (3¡Á20 mL). The organic layer was washed with brine and dried over Na2SO4 to provide methyl 4-methoxy-1-benzoate in 82% yield. If necessary, the product was purified by short column chromatography (SiO2:hexane:EtOAc=9:1) to give pure methyl 4-methoxybenzoate as a colorless oil., 95-15-8

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

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Article; Ushijima, Sousuke; Moriyama, Katsuhiko; Togo, Hideo; Tetrahedron; vol. 68; 24; (2012); p. 4701 – 4709;,
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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

Following the typical procedure for 3a using 2b (178 mg, 1 mmol) and 3-(1-hydroxycyclohexyl)prop-2-ynenitrile (1c, 179 mg, 1.2 mmol) in MeCN (5 mL), and Et3N (101 mg, 1 mmol) with microwave irradiation at 100 C for 6.5 h (or was stirred at 20-25 C for 23 d, or at 40-45 C for 3 d). The residue was concentrated to give solid matter (308 mg) containing the furan-3(2H)-one 3f and traces of carboxylic acid 2b (1H NMR). The mixture was dissolved in Et2O (40 mL) and washed with ~0.2% NaHCO3 solution (7 ¡Á 1 mL), then it was washed with small amount of H2O (neutral reaction on litmus paper). The organic solution was dried (MgSO4) and concentrated to give 3f as pale yellow crystals; yield: 254 mg (82 %), or 31 mg (10 %, at 20-25 C), or 52 mg (17 %, at 40-45 C); mp 187-188 C. IR (KBr): 3079, 3058 (C=CH), 2937, 2860 (CH), 2220 (CN), 1704(C), 1566, 1516 (C=C), 1459, 1446, 1433, 1383, 1366, 1326,1314, 1279, 1265, 1214, 1197, 1163, 1149, 1121, 1115, 1068, 1031,985, 970, 950, 932, 909, 900, 868, 854, 845, 823, 774, 756, 723,681, 672, 655, 548, 539, 497, 468, 428 cm-1. 1H NMR (400.1 MHz, CDCl3): delta = 1.41 (m, 1 H, H8), 1.65-1.90 (m,9 H, H6, H7, H8, H9, H10), 7.47 (m, 1 H, H6?), 7.53 (m, 1 H, H5?), 7.91 (d, J = 8.0 Hz, 1 H, H7?), 7.96 (d, J = 8.0 Hz, 1 H, H4?), 8.53 (s, 1 H, H3?). 13C NMR (100.6 MHz, CDCl3): delta = 21.4, 24.1, 31.8 (C6, C7, C8,C9, C10), 87.5 (C5), 93.8 (C3), 112.3 (CN), 122.6 (C7?), 125.8(C6?), 126.3 (C5?), 128.6 (C4?), 129.1 (C2?), 132.5 (C3?), 138.6 (C3a), 142.6 (C7a), 180.7 (C2), 198.5 (C4). MS (EI): m/z (%) = 310 (20) [M]+1, 309 (78) [M]+, 268 (22), 267(32), 255 (16), 254 (100), 241 (11), 184 (15), 183 (79), 161 (43), 139 (23), 133 (20), 89 (11). Anal. Calcd for C18H15NO2S (309.38): C, 69.88; H, 4.89; N, 4.53;S, 10.36. Found: C, 69.41; H, 4.83; N, 4.53; S, 10.82., 6314-28-9

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

Reference£º
Article; Mal’Kina, Anastasiya G.; Volostnykh, Olga G.; Stepanov, Anton V.; Ushakov, Igor A.; Petrushenko, Konstantin B.; Trofimov, Boris A.; Synthesis; vol. 45; 24; (2013); p. 3435 – 3441;,
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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

To a solution of thieno[3,2-b]pyridine-7-carboxylic acid10(568 mg, 3.18 mmol) and tert-butyl 4-(4-((4-aminopiperidin-1-yl)methyl)-2-bromophenoxy)piperidine-1-carboxylate15(109 mg, 0.24 mmol) in DMF (5 mL) were added bis(2-oxo-3-oxazolidinyl)phosphinic chloride(BOP-Cl, 84 mg, 0.33 mmol) and triethylamine (0.092 ml, 0.66 mmol). After being stirred at room temperature for 16 h, the mixture was diluted with water (30 mL), and extracted with ethyl acetate (30 mL x 2). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo, giving a residue that was subjected to column chromatography on silica gel (3% MeOH/CH2Cl2) to afford 112 mg (82%) of the boc-protected compound11.1H NMR (300 MHz, CDCl3)delta7.79-7.89 (m, 2H), 7.75 (s, 1H), 7.53 (s, 1H), 7.35-7.45 (m, 2H), 7.17 (d,J= 8.4 Hz, 1H), 6.86 (d,J= 8.4 Hz, 1H), 6.02 (d,J= 7.8 Hz, NH), 4.50-4.60 (m, 1H), 3.94-4.08 (m, 1H), 3.58-3.70 (m, 2H), 3.43-3.55 (m, 2H), 3.43 (s, 2H), 2.80-2.90 (m, 2H), 2.11-2.22 (m, 2H), 2.00-2.10 (m, 2H), 1.81-1.91 (m, 4H), 1.51-1.69 (m, 2H), 1.47 (s, 9H)., 6314-28-9

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

Reference£º
Article; Lim, Chae Jo; Woo, Seong Eun; Ko, Su Ik; Lee, Byung Ho; Oh, Kwang-Seok; Yi, Kyu Yang; Bioorganic and Medicinal Chemistry Letters; vol. 26; 19; (2016); p. 4684 – 4686;,
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