New learning discoveries about 4521-30-6

4521-30-6 Benzo[b]thiophen-2-amine 12526004, 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.4521-30-6,Benzo[b]thiophen-2-amine,as a common compound, the synthetic route is as follows.

Carboxylic acid (2 mmol, 1 equiv.) and HATU (76 mg, 0.2 mmol, 1 equiv.) were dissolved in 1 mL DCE in a one dram vial charged with a stir bar. DIPEA (0.1 mL, 0.6 mmol, 3 equiv.) was added and the resulting solution was stirred at RT for 10 minutes. Amine (0.2 mmol, 1 equiv.) was added to the mixture. The reaction solution was heated to 45 C and stirred overnight. Upon completion the reaction mixture was condensed and loaded onto a 60g C-18 cartridge and purified over a gradient of 5-95% ACN:H20. The fractions containing product were identified by LC-MS and condensed in vauco to give the final product., 4521-30-6

4521-30-6 Benzo[b]thiophen-2-amine 12526004, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Patent; CRESTONE, INC.; DAY, Joshua; GRAHAM, James; JARVIS, Thale; MCFADDIN, Elizabeth; OCHSNER, Urs; SUN, Xicheng; WONG, Christina; (61 pag.)WO2019/169158; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 4521-30-6

The synthetic route of 4521-30-6 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.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

 

Simple exploration of 4521-30-6

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

4521-30-6, Benzo[b]thiophen-2-amine is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,4521-30-6

STEP A: Ethanesulfonic acid benzo[b]thiophen-2-ylamide Ethanesulfonic acid benzo[b]thiophen-2-ylamide was prepared by reacting benzo[b]thiophen-2-ylamine and 4-ethanesulfonyl chloride, according to the procedure as described in Example 1, STEP C above.

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

Reference£º
Patent; Acton, Paul D.; Hlasta, Dennis J.; Matthews, Jay M.; McNally, James J.; US2010/15053; (2010); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 4521-30-6

As the paragraph descriping shows that 4521-30-6 is playing an increasingly important role.

4521-30-6,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.

EXAMPLE 16 2-(4-Pyridinylamino)benzo[b]thiophene A solution of 2-aminobenzo[b]thiophene1 (10 g) and 4-chloropyridine hydrochloride (12 g) in 100 mL of 1-methyl-2-pyrrolidinone was stirred at 75-80 C. for 1.5 hours. After cooling, the reaction mixture was stirred with water and washed with ether, and the layers were separated from each other. The aqueous layer was basified with 30% aqueous ammonium hydroxide. The precipitate was collected, washed with water and collected again. Trituration with acetonitrile afforded 6 g of a light tan solid, mp 254-258 C. (dec.). Recrystallization of 3 g from acetonitrile afforded 1.1 g of flocculent tan crystals, mp 258-260 C. (dec.). 1 G. W. Stacy, et al., J. Org. Chem., 30, 4074 (1965). ANALYSIS; Calculated for C13 H10 N2 S: 69.00% C; 4.45% H; 12.38% N; Found: 68.72% C; 4.27% H; 12.42% N.

As the paragraph descriping shows that 4521-30-6 is playing an increasingly important role.

Reference£º
Patent; Hoechst-Roussel Pharmaceuticals Incorporated; US5328920; (1994); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 4521-30-6

As the paragraph descriping shows that 4521-30-6 is playing an increasingly important role.

4521-30-6, Benzo[b]thiophen-2-amine is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

10.0 g (76.9 mmol) of 2-aminobenzothiol, 12.8 g (69.4 mol) of 4-bromobenzaldehyde and 130 mL of ethanol were added thereto, followed by stirring at room temperature for 6 hours. The reaction mixture was concentrated under reduced pressure and dried to obtain Crude Intermediate (11). The intermediate (11) was dissolved in 320 mL of dichloromethane and then stirred at room temperature with 2,3-dichloro-5,6-dicyano-p-benzoquinone (2,3-Dichloro-5,6-dicyano-p- 19.9 g (0.09 mol) of benzo-quinone, DDQ) was added slowly. After stirring overnight, the residue was purified by column chromatography to obtain 26.6 g (yield: 90.2%) of a white solid compound (intermediate (12))., 4521-30-6

As the paragraph descriping shows that 4521-30-6 is playing an increasingly important role.

Reference£º
Patent; Raepto Co., Ltd.; Oh Yu-jin; Han Gap-jong; Seok Mun-gi; Go Byeong-su; Im Cheol-su; Park Yong-pil; (34 pag.)KR102060645; (2019); B1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 4521-30-6

As the paragraph descriping shows that 4521-30-6 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.4521-30-6,Benzo[b]thiophen-2-amine,as a common compound, the synthetic route is as follows.

Example 183. 3-(2-Chlorophenyl)-5-(2-benzothiazolyl)-1-phenyl-1,2-dihydropyridin-2-one 19mg of carboxylate obtained by hydrolyzing the ester group of 3-(2-chlorophenyl)-5-(methoxycarbonyl)-1-phenyl-1,2-dihydropyridin-2-one (synthesised from 3-bromo-5-(methoxycarbonyl)-1-phenyl-1,2-dihydropyridin-2-one and 2-chlorophenylboronic acid in accordance with the method for Referential Example 3) was dissolved in 20ml of dichloromethane. Under ice-cooling, a solution of 11mg of oxalyl chloride in dichloromethane was added dropwise thereinto and a catalytic amount of dimethylformamide was added thereto, followed by stirring at room temperature in nitrogen atmosphere for 1 hour. The reaction solution was evaporated, and the residue was dissolved in dichloromethane. The solution was added dropwise into a solution of 22mg of 2-aminobenzothiol in dichloromethane under ice-cooling. After heating to room temperature, dichlotomethane was evaporated. To the residue was added 1ml of polyphosphoric acid, followed by stirring at 180C overnight. After cooling to room temperature, the reaction mixture wasneutralized with 1N aqueous solution of sodium hydroxide and saturated aqueous solution of sodium hydrogen carbonate under ice-cooling and extracted with ethyl acetate. The organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was evaporated, and the residue was purified by silica gel chromatography (hexane/ethyl acetate system), to give 4mg of the title compound as white crystals.1H-NMR (400MHz, CDCl3); delta(ppm) 7.32-7.35(m,2H), 7.37-7.41(m,1H), 7.46-7.51(m,4H), 7.51-7.55(m,4H), 7.87-7.89(m,1H), 8.00(d,1H), 8.14(d,1H), 8.42(d,1H). ESI-Mass; 415 [M++H]

As the paragraph descriping shows that 4521-30-6 is playing an increasingly important role.

Reference£º
Patent; Eisai Co., Ltd.; EP1300396; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 4521-30-6

4521-30-6 Benzo[b]thiophen-2-amine 12526004, abenzothiophene compound, is more and more widely used in various.

4521-30-6, Benzo[b]thiophen-2-amine is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Part B. 2-[4-(2-Aminoethyl)phenyl]-6-benzyloxybenzo[b]thiophen-3-yl 3-Methoxy-4-[(1-pyrrolidinyl)methyl]phenyl Ketone. STR649 4-(2-Aminoethyl)bromobenzene (1.7 g; 8.4 mmol) and 2.3 mL (2 eq) of ET3 N were combined with 3 mL of anhydrous DMF in a flame-dried, argon-filled flask. 1,2-Bis(chlorodimethyl-silyl)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.

4521-30-6 Benzo[b]thiophen-2-amine 12526004, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; Eli Lilly and Company; US6025382; (2000); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 4521-30-6

The synthetic route of 4521-30-6 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.4521-30-6,Benzo[b]thiophen-2-amine,as a common compound, the synthetic route is as follows.

Preparation 1 To a stirred solution of 2-aminobenzo[b]thiophene (1.11 g) in anhydrous toluene (4.5 ml) was added carbon disulfide (0.62 g) and triethylamine (0.755 g) successively. The solution was then stirred at 0-5 C. for 3 days under nitrogen gas atmosphere. The precipitate was collected by filtration and was washed with anhydrous toluene (10 ml). The obtained white powder was dissolved in chloroform (4.5 ml), treated with triethylamine (0.76 g), and cooled to 0 C. To this solution was added dropwise ethyl chloroformate (0.84 g) over a period of 20 minutes. After being stirred at ambient temperature for one hour, the solution was washed twice with 1N hydrochloric acid (5 ml), and brine, and dried. The solvent was evaporated under reduced pressure and the residue was subjected to column chromatography on silica gel, eluted with n-hexane to give benzo[b]thiophene-2-isothiocyanate (118 mg) as an oil. IR (Neat): 2080 cm-1 NMR (CDCl3, delta): 7.06 (1H, s), 7.32-7.41 (2H, m), 7.63-7.73 (2H, m)

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

Reference£º
Patent; Fujisiwa Pharmaceutical Co., Ltd.; US4857513; (1989); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem