Tag: M.W:100-200

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: 3-Substituted propiolic acid (0.5 mmol) was dissolved in methanol (2 mL) followed by addition of appropriate 2-bromophenethylamine (0.5 mmol), aldehyde (0.5 mmol) and isocyanide (0.5 mmol). The reaction mixture was stirred at rt for 24 h in a sealed screw cap vial. The resulting mixture was concentrated and subjected to the column chromatography on silicagel with hepthane-EtOAc (15-40%) as eluent to give the desired propargylamides 7a-g,i.

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Peshkov, Anatoly A.; Peshkov, Vsevolod A.; Pereshivko, Olga P.; Van Der Eycken, Erik V.; Tetrahedron; vol. 71; 23; (2015); p. 3863 – 3871;,
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

General procedure: A mixture of compound 10 (135 mg, 0.49 mmol) and 4-(thiophen-3-yl)benzoic acid (99.4 mg, 0.49 mmol) in dichloromethane (10 mL) was stirred at 0 C (ice-water bath). Dicyclohexylcarbodiimide(DCC) (121 mg, 0.59 mmol) and hydroxybenzotriazole(HOBt) (80 mg, 0.59 mmol) were added to the above solution.The ice bath was removed, and the reaction mixture was stirred at ambient temperature for 15 h. Dichloromethane (20 mL) was added into the reaction mixture, and the solution was washed with saturated aqueous NaHCO3 solution (3*10 mL). The organic layer was dried over Na2SO4, concentrated under reduced pressure, and the crude product was purified by silica gel column chromatography using dichloromethane-methanol (20:1) as the mobile phase to give 11a as a white solid (194 mg, 86%). TLC Rf 0.20 (dichloromethane-methanol 20:1); mp 125.5-126.6 C. 1H NMR(300 MHz, CDCl3) delta 7.75 (d, J = 8.7 Hz, 2H), 7.54 (d, J = 8.7 Hz, 2H),7.43 (s, 1H), 7.33 (s, 2H), 7.19 (s, 1H), 6.81-6.94 (m, 4H), 3.85 (s,3H), 3.44 (q, J = 5.1 Hz, 2H), 3.25-3.20 (m, 4H), 2.83-2.76 (m,4H), 2.57 (t, J = 5.2 Hz, 2H), 1.93 (t, J = 4.2 Hz, 2H), 1.61-1.69 (m,4H). 13C NMR (CDCl3, 300 MHz): 167.4, 151.4, 142.1, 141.2,138.8, 133.4, 127.5, 126.6, 126.3, 126.1, 121.3, 121.0, 120.7,117.9, 111.6, 57.1, 56.1, 55.3, 54.3, 52.5, 51.8, 39.4, 27.7, 27.3,25.5. HRMS (ESI) Calcd for C27H33N3O2S (M+H)+: 464.2372. Found:464.2379. Anal. (C27H33N3O2S 1.5H2C2O4) C, H, N., 6314-28-9

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

Reference£º
Article; Li, Aixiao; Mishra, Yogesh; Malik, Maninder; Wang, Qi; Li, Shihong; Taylor, Michelle; Reichert, David E.; Luedtke, Robert R.; MacH, Robert H.; Bioorganic and Medicinal Chemistry; vol. 21; 11; (2013); p. 2988 – 2998;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.4521-30-6,Benzo[b]thiophen-2-amine,as a common compound, the synthetic route is as follows.,4521-30-6

Part B. 2-[4-(2-Aminoethyl)phenyl]-6-benzyloxybenzo[b]thiophen-3-yl 3-Methoxy-4-[(1-pyrrolidinyl)methyl]phenyl Ketone. 4-(2-Aminoethyl)bromobenzene (1.7 g; 8.4 mmol) and 2.3 mL (2 eq) of Et3N were combined with 3 mL of anhydrous DMF in a flame-dried, argon-filled flask. 1,2-Bis(chlorodimethylsilyl)ethane was added in 3.0 mL of DMF. The mixture was stirred at room temperature for 2 h. The mixture was filtered through a sintered glass funnel, and concentrated under reduced pressure. The colorless oil subsequently crystallized. The protected bromobenzene derivative was converted to the corresponding Grignard reagent. Magnesium (33 mg; 1.35 mmol) was placed in a flask which was subsequently flame-dried and filled with argon. Anhydrous THF (3 mL) and the protected aminoarylbromide were added with a small crystal of I2. The mixture was heated under reflux for 3 h. The resulting reagent was used without purification. The above aminobenzothiophene (Part A) (4.10 g; 8.2 mmol) was dissolved in anhydrous THF in a flame-dried, argon-filled flask, and cooled in an ice-water bath. The Grignard reagent prepared above (1.5 eq) was added dropwise.

The synthetic route of 4521-30-6 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Eli Lilly and Company; US6391901; (2002); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

95-15-8,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.

EXAMPLE 35 1-[3-Acetylthio-3-(benzo[b]thien-2-ylcarbonyl)-2-methylpropionyl]-L-proline To a solution of 2.68 g. (0.020 mole) of benzo[b]-thiophene in 40 ml. of ether cooled at -20 C. is added 0.020 moles of n-butyl lithium (2.54 N solution in hexane). The mixture is stirred at -20 C. for 15 minutes, then is allowed to warm to room temperature. Then 2.70 g. (0.020 mole) of N-methylformamilide is added and the mixture is stirred for 24 hours. The reaction is quenched with water and the mixture is treated with saturated sodium bisulfite solution. The bisulfite addition product is collected by filtration. The wet cake is slurried in water and decomposed by the addition of solid sodium carbonate. The mixture is filtered and the solid is washed with water and dried to give 1.75 g. of benzo[b]thiophene-2-carboxaldehyde.

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

Reference£º
Patent; American Cyanamid Company; US4299769; (1981); A;,
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,130-03-0

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.

As the paragraph descriping shows that 130-03-0 is playing an increasingly important role.

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

154650-81-4, Benzo[b]thiophene-6-carbonitrile is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A flask containing anhydrous cerium (III) chloride (4.64 g, 18.8 mmol) was flushed with nitrogen several times and placed under high vacuum. The solid was heated with a heat gun for several minutes to remove any excess water. The flask was re-filled with nitrogen and allowed to cool. THF (80 mL) was added and the suspension was stirred at room temperature for 3 h. The suspension was cooled to -78 0C and methyllithium (3.0 M solution in Et2O, 6.28 mL, 18.8 mmol) was added. After stirring for 1 h, benzo[b]thiophene-6-carbonitrile (1.00 g, 6.28 mmol) was added. The mixture was stirred for 5 h at -78 0C, then allowed to slowly warm to room temperature over 16 h. The mixture was cooled back to -78 0C, then treated with cone. NH4OH (30 mL). After warming to room temperature, the mixture was diluted with H2O and extracted with CH2Cl2. The combined organics were dried over Na2SO4, filtered and concentrated. The residue was then dissolved in CH2Cl2 and extracted with 2 N HCl. The combined aqueous layers were basified with 5 N NaOH, and extracted with CH2Cl2. The combined organics were dried over Na2SO4, filtered and concentrated to yield 2- (benzo[b]thiophen-5-yl)propan-2-amine. MS (ESI pos. ion) m/z: 175 (M-16).

154650-81-4, 154650-81-4 Benzo[b]thiophene-6-carbonitrile 21816574, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; AMGEN INC.; WO2009/137404; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

20532-33-6, 5-Chlorobenzothiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

EXAMPLE 67 5-chloro-2-(4-hydroxy-1-methylpiperidin-4-yl)benzothiophene A solution of 0.300 gm (1.78 mMol) 5-chlorobenzothiophene in 20 mL tetrahydrofuran was cooled to -78C. To the cooled solution was then added 1.27 mL (1.78 mMol) n-butyllithium (1.2 M in tetrahydrofuran) and the reaction mixture stirred for 1 hour after the addition was complete. To this solution was added 0.218 mL (1.78 mMol) 1-methyl-4-piperidone and the reaction mixture was allowed to warm to 0C. The reaction mixture was quenched with saturated aqueous sodium bicarbonate and partitioned by the addition of hexane/diethyl ether. The organic phase was washed with saturated aqueous sodium chloride, dried over sodium sulfate and concentrated under reduced pressure to provide 0.34 gm of a tan solid. This residue was subjected to silica gel chromatography, eluding with chloroform containing 5% methanol. Fractions containing product were combined and concentrated under reduced pressure to provide 0.34 gm (68%) of the title compound as an off-white solid. MS(FD): m/e=281 (M+)

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

Reference£º
Patent; ELI LILLY AND COMPANY; EP812826; (1997); 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.5381-25-9,1-Benzothiophene-3-carboxylic acid,as a common compound, the synthetic route is as follows.

5381-25-9, General procedure: A mixture of the corresponding carboxylic acid (12.3mmol) and thionyl chloride (6 ml, 83 mmol) in 40 ml of dry dichloromethane (DCM) was stirred under reflux for 6 h. After cooling to room temperature, DCM and excess thionyl chloride were evaporated under reduced pressure. The residue was treated without further purification.

The synthetic route of 5381-25-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Sweidan, Kamal; Engelmann, Joern; Rayyan, Walid Abu; Sabbah, Dima; Zarga, Musa Abu; Al-Qirim, Tariq; Al-Hiari, Yusuf; Sheikha, Ghassan Abu; Shattat, Ghassan; Letters in drug design and discovery; vol. 12; 5; (2015); p. 417 – 429;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.346592-74-3,7-Fluorobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

[0656j To a mixture of aluminum trichloride (2.66 g, 20 mmol) in dry DCM (10 mL) cooled at 0C under N2, was added a solution of 7-fluorobenzo[b]thiophene (11-A) (3.044 g, 20 mmol) and then 3-chloropropanoyl chloride (2.53 g, 20 mmol) in dry DCM (10 mL) was slowly added. The mixture was stirred at rt for 1 hour. The mixture was cooled to – 78 C (acetone-carbon dioxide bath) and a solution of 96% sulphuric acid (1 mL) and water15 mL was slowly added. The organic layer was decanted, washed with water and dried over anhydrous MgSO4. After filtration, the solvent was removed and the residue was purified by silica gel colunm (PE/EA = 20/1 to 8/1) and then re-crystallization in PE/EA (30:1) to afford 11-B as a white solid (1.654 g, 34%). +ESI-MS:mlz 243.0 [M+H].

346592-74-3, As the paragraph descriping shows that 346592-74-3 is playing an increasingly important role.

Reference£º
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; WO2014/31784; (2014); 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.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

Example 11 A solution of 2-bromobutyryl chloride (8 g) in dichloromethane (15 ml) was added dropwise under nitrogen at ambient temperature to a stirred suspension of anhydrous aluminium chloride (12 g) in dichloromethane (100 ml). When the addition was complete, a solution of 5-chlorobenzo[b]thiophene (5 g; prepared in a manner similar to that described in J. Heterocyclic Chem., 1988, 25, 1271) in dichloromethane (30 ml) was added dropwise, then the mixture was stirred at ambient temperature for 1 hour and added to ice-cold water (500 ml). The mixture was stirred at ambient temperature for 30 minutes then the product was extracted into dichloromethane (100 ml). The extract was washed with water (2*30 ml) and saturated aqueous sodium chloride solution (2*30 ml), then it was dried (Na2SO4) and the solvent was removed in vacuo. The residue was purified by repeated (5-fold) flash chromatography over silica using a 19:1 mixture of petroleum ether (b.p. 60-80 C.) and ethyl acetate as eluant. Appropriate fractions were combined and the solvents removed in vacuo to give 2-bromo-1-(5-chlorobenzo[b]thiophen-2-yl)butan-1-one (1.04 g) as an off-white solid which was used without further purification.

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

Reference£º
Patent; Doyle, Kevin James; Kerrigan, Frank; Watts, John Paul; US2003/166628; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem