Analyzing the synthesis route of 5381-20-4

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

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;,
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Simple exploration of 5381-20-4

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

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;,
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Simple exploration of 95-15-8

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

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;,
Benzothiophene – Wikipedia
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Simple exploration of 5381-20-4

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

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;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 6314-28-9

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

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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Simple exploration of 4923-87-9

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

4923-87-9,4923-87-9, 5-Bromobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

To a solution of5-bromobenzo[b]thiophene (10.0 g, 47 mmol) and 1-octyne (6.20 g, 56 mmol) in dryTHF (80 mL) were added Pd(PPh3)4 (2.7 g, 2.3 mmol), copper(I) iodide (0.45 g, 2.4mmol), and triethylamine (15 mL). The mixture was stirred overnight at 60 C.After cooling to room temperature, the reaction mixture was poured into a large amountof water, and then extracted with hexane. The combined organic layers were washedwith water, and dried over anhydrous MgSO4. After filtration and evaporation, theproduct was purified by silica gel column chromatography (eluent: hexane), and driedunder vacuum to give 6 as a yellow oil (yield = 6.60 g, 58%). 1H NMR (500 MHz,CDCl3): 7.87 (d, J = 1.5 Hz, 1H), 7.77 (d, J = 8.5 Hz, 1H), 7.44 (d, J = 5.5 Hz, 1H),7.36 (dd, J = 8.0, 1.5 Hz, 1H), 7.28 (d, J = 5.0 Hz, 1H), 2.43 (t, J = 7.0 Hz, 2 H),1.66-1.53 (m, 2H) , 1.51-1.44 (m, 2H), 1.37-1.31 (m, 4H), 0.91 (t, J = 7.0 Hz, 3H).13C{1H} NMR (125 MHz, CDCl3): 139.64, 138.96, 127.59, 127.12, 126.79, 123.66,122.29, 120.20, 90.02, 80.89, 31.52, 28.93, 28.77, 22.71, 19.60, 14.19.

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

Reference£º
Article; Mieno, Hiroyuki; Yasuda, Takuma; Yang, Yu Seok; Adachi, Chihaya; Chemistry Letters; vol. 43; 3; (2014); p. 293 – 295;,
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Downstream synthetic route of 1034305-11-7

The synthetic route of 1034305-11-7 has been constantly updated, and we look forward to future research findings.

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.1034305-11-7,Benzo[b]thiophen-2-yl(5-bromo-2-fluorophenyl)methanol,as a common compound, the synthetic route is as follows.

Under nitrogen protection, in a four-necked flask equipped with a mechanical stirring and a thermometer, 20.1 g of benzothiophene and 180 mL of 2-methyltetrahydrofuran were stirred and dissolved, and the temperature was lowered to -40–35 C, and 90 ml of butyllithium was added thereto. 3 hours after the reaction at the temperature, 40.3 g of 2-fluoro-5-bromobenzaldehyde was added. After the reaction was completed at this temperature for 10 hours, the temperature was raised to room temperature, and the pH was adjusted to 7 by adding hydrochloric acid. 2. Under a nitrogen atmosphere, Compound 2 and n-hexane were added to a four-necked flask equipped with a mechanical stirring and a thermometer, and the mixture was stirred and dissolved. Then, trifluoroacetic acid and triphenylsilane (5 eq) were added, and then reacted at -10 C for 1 hour. After the completion of the monitoring reaction, the temperature was raised to room temperature, and the target compound was obtained as a white solid, 41 g.The yield in two steps was 81%., 1034305-11-7

The synthetic route of 1034305-11-7 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Ruifuxin Jiangsu Pharmaceutical Co., Ltd.; Li Jianxin; Zhao Datong; Huang Jian; Xu Xiangyu; Zhang Zhiguo; Wang Jianfa; (11 pag.)CN108623558; (2018); A;,
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Benzothiophene | C8H6S – PubChem

 

Simple exploration of 6314-28-9

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

6314-28-9,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.

Production Example 2; Production of compound (3) by the production method 1; To 40 ml of N,N-dimethylformamide were dissolved 5.00 g (22 mmol) of 6,6-difluoro-5-methyl-5-hexenyl methanesulfonate and 4.30 g (24 mmol) of benzo[b]thiophene-2-carboxylicacid, followed by the addition of 6.00 g (71 mmol) of sodium hydrogencarbonate and stirring at 100 C for 3 hours. The reaction liquid was then poured in water and extracted with diethyl ether. The organic layer was washed with water and a saturated saline solution in this order, followed by drying over anhydrous magnesium sulfate and concentration under reduced pressure. The residue was purified with silica gel column chromatography (diisopropyl ether_hexane=1:7) to obtain 5.50 g (yield: 81 %) of 6,6-difluoro-5-methyl-5-hexenyl benzo[b]thiophene-2-carboxylate.1H-NMR (CDCl3, TMS) deltappm: 1.52-1.62 (5H, m), 1.73-1.83 (2H, m), 2.03-2.09 (2H, m), 4.36 (2H, t), 7.38-7.49 (2H, m), 7.85-7.90 (2H, m), 8.06 (1H, s)

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

Reference£º
Patent; KUMIAI CHEMICAL INDUSTRY CO., LTD.; Ihara Chemical Industry Co., Ltd.; EP1439169; (2004); A1;,
Benzothiophene – Wikipedia
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Brief introduction of 95-15-8

95-15-8 Thianaphthene 7221, abenzothiophene compound, is more and more widely used in various fields.

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.

95-15-8, A. 2,3-Dibromobenzo[b]thiophene. Benzothiophene (26.8 g, 0.2 mol) was dissolved in 150 mL CHCl3and treated with a solution of bromine (64 g, 0.4 mol) in 75 mL CHCl3dropwise over an hour. The reaction was allowed to stir overnight then cautiously quenched with saturated aqueous Na2CO3until no gas evolution was evident. The layers were separated and the organic layer was first washed with saturated aqueous Na2CO3then with water. It was dried over MgSO4and concentrated under vacuum to a solid. Recrystallized from MeOH to obtain 16.5 g (57 mmol, 28%) of a white fluffy solid. 1H NMR (CDCl3) delta 7.77-7.71 (m, 2H), 7.46-7.38 (m, 2H).

95-15-8 Thianaphthene 7221, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; ELI LILLY AND COMPANY; EP997460; (2000); A1;,
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Brief introduction of 5381-20-4

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

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).

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

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191450; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191459; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem