Month: August 2020

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

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

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 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 -78 C. To the cooled solution was then added 1.27 mL (1.78 mMol) n-butyllithium (1.2M 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 0 C. 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+)

As the paragraph descriping shows that 20532-33-6 is playing an increasingly important role.

Reference£º
Patent; Eli Lilly and Company; US5846982; (1998); A;,
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.

While stirring (1RS,2SR)-2-amino-1-(4-fluorophenyl)-3-[4-(trifluoromethyl)phenyl]propan-1-ol (0.173 g, 0.552 mmol), 1-benzothiophene-3-carboxylic acid (see Synth. Commun., 15, 711-713 (1984)) (0.10 g, 0.55 mmol) and 1-hydroxybenzotriazole hydrate (85 mg, 0.55 mmol) in acetonitrile (10 ml), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (0.11 g, 0.55 mmol) was added, and the mixture was stirred overnight at room temperature. The reaction solution was diluted with ethyl acetate, washed with aqueous sodium hydrogen carbonate solution, dried over anhydrous magnesium sulfate and passed through silica gel. The solvent was evaporated under reduced pressure and the obtained residue was crystallized from diethyl ether-hexane to give the objective substance. white crystal yield 0.204 g, 78% mp 188-189C; 1H-NMR (CDCl3, 200MHz) delta 2.88-3.08 (2H, m), 3.64 (1H, d, J = 3.6 Hz), 4.59-4.72 (1H, m), 5.13 (1H, t, J = 3.2 Hz), 6.04 (1H, d, J = 8.8 Hz), 7.09 (2H, t, ! J = 8.8 Hz), 7.31-7.60 (9H, m), 7.82-7.92 (2H, m); IR (KBr) 3333, 1622, 1537, 1510, 1331, 1159, 1123, 1069, 833, 766 cm-1; Anal. Calcd for C25H19F4NO2S: C, 63.42; H, 4.04; N, 2.96. Found: C, 63.50; H, 4.10; N, 2.90.

#N/A

Reference£º
Patent; Takeda Chemical Industries, Ltd.; EP1362846; (2003); 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 24; 4-Benzo[?]thiophen-7-yl-3-methoxymethoxy-pyridine; Solution A: Treat a solution of 3 -methoxymethoxy -pyridine (2.5 g, 18 mmol) in diethyl ether (90 mL) at -70 0C with tert-butyl lithium (1.7 M in pentane, 10 mL, 18 mmol) dropwise over 10 min. Stir the mixture at -70 0C for 40 min and add a solution of -14-triisopropyl borate (5 mL, 22 mmol) in THF (10 mL) dropwise over 5 min. Stir the mixture at -70 0C for one hour and then remove the ice bath and allow the mixture to slowly warm to room temperature.Solution B: Treat a solution of 7-bromo-benzo[]thiophene (3.8 g, 18 mmol), 2- (di-tert-butylphosphino)biphenyl (268 mg, 0.90 mmol), [1,1 ‘- bis(diphenylphosphino)ferrocene]dichloropalladium(II), complex with dichloromethane (1 : 1) (732 mg, 0.90 mmol) in 1,4-dioxane (30 mL) with 2 M aqueous sodium carbonate (72 mL, 36 mmol). Once solution A reaches room temperature, heat the solution to 80 0C. Treat solution B with solution A dropwise over 10 min. Heat the combined solution to 85 0C for 5 hours. Cool the mixture to room temperature and dilute with ethyl acetate and water. Wash the organic phase with water and saturated aqueous sodium chloride, dry over sodium sulfate, filter, and concentrate in vacuo. Purify the crude product by column chromatography on 120 g silica gel eluting with a gradient of dichloromethane to ethyl acetate to give the title compound (3.8 g) containing some starting 3 -methoxymethoxy -pyridine. Use product without further purification. 1H NMR (400 MHz, CDCl3) delta 8.68 (s, IH), 8.42 (d, J= 4 Hz, IH), 7.88 (d, J= 8 Hz, IH), 7.33- 7.50 (m, 5H), 5.12 (s, 2H), 3.36 (s, 3H).

1423-61-6 7-Bromobenzo[b]thiophene 12045538, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; ELI LILLY AND COMPANY; WO2008/76704; (2008); 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.3541-37-5,Benzo[b]thiophene-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: Representative Procedure for Mukaiyama Aldol Reactions of Me2C C(OMe)OSiMe3 with Aryl Aldehydes Catalyzed by 1-5. To an oven-dried 10-mL vial equipped with a magnetic stirring bar and a septum was added acetonitrile (5 mL), 1 (0.03 mmol), and aldehyde (1.0 mmol). The mixture was stirred for 30 min at room temperature, followed by addition of Me2C C(OMe)OSiMe3 (1.2 mmol). When the reaction was judged to be complete by TLC, the reaction was quenched by adding 2 N HCl (3 mL) solution followed by stirring the reaction mixture for an additional 3 h at room temperature. The reaction mixture was extracted with methylene chloride and dried over Na2SO4, the solution was filtered and dried on a rotavap apparatus, and then the crude product was purified by silica gel column chromatography (EtOAc:hexanes = 1:9).

As the paragraph descriping shows that 3541-37-5 is playing an increasingly important role.

Reference£º
Article; Kim, So Han; Yoon, Sungwoo; Kim, Youngjo; Verkade, John G.; Phosphorus, Sulfur and Silicon and the Related Elements; vol. 189; (2014); p. 1193 – 1206;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

1196-19-6, 3-(Bromomethyl)benzo[b]thiophene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Step 1 Production of ((benzothiophene-3-yl)methyl)(4-methoxy-2-nitrophenyl)amine 740 mg (2.8 mmol) of 4-methoxy-2-nitrotrifluoroanilide were dissolved in 5 ml of dimethylformamide followed by the sequential addition of 503 mg (3.64 mmol) of potassium carbonate and 773 mg (3.4 mmol) of 3-bromomethylbenzothiophene and heating to 100 C. After 12 hours, 5 ml of 5 M aqueous sodium hydroxide solution were added and refluxed, as is, for 1 hour. After 15 minutes, the solution was cooled to room temperature followed by the addition of 10 ml of water and extraction with chloroform. After washing the organic phase twice with 25 ml of saturated brine and drying with magnesium sulfate, it was concentrated and dried under reduced pressure. The residue was then purified by silica gel column chromatography (hexane:ethyl acetate=60:1) to obtain 400 mg of ((benzothiophene-3-yl)methyl)(4-methoxy-2-nitrophenyl)amine in the form of an orange powder (yield: 44%).

1196-19-6 3-(Bromomethyl)benzo[b]thiophene 11264641, abenzothiophene compound, is more and more widely used in various.

Reference£º
Patent; TEIJIN LIMITED; US2005/267148; (2005); 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.1127-35-1,Benzo[b]thiophene-3(2H)-one 1,1-Dioxide,as a common compound, the synthetic route is as follows.

A mixture of benzo[b]thiophen-3(2H)-one-1,1-dioxide(1b)(0.91 g, 5.0 mmol), hexamethylenetetramine (1.40 g, 10.0 mmol) and ammoniumacetate (0.95 g, 12.3 mmol) in a mixture of acetic acid (20 mL) with triuoroacetic acid (5 mL) was heated under reflux for 1 h with stirring. Aftercooling a white precipitate was ltered off and crystallised from acetic acidgiving 2b (0.74 g, 75%) as a whitepowder, mp 245C. 1H NMR (CDCl3, 400 MHz): 2.70 (s, 2H),4.02 and 4.59 (AB-syst, 2J=20.2Hz, 4H), 7.70 (d, 3J=7.2Hz, 2H), 7.78 (t, 3J=7.2Hz, 2H), 7.80 (t, 3J=7.2Hz, 2H), 7.80 (d, 3J=7.2Hz, 2H). 13C NMR (CDCl3, 100.56 MHz): 21.1, 55.9, 59.8,122.0, 124.4, 133.2, 133.7, 134.6, 141.6, 159.5. IR (film) 1318, 1464, 1664 cm-1. MS (+ESI) m/z (relative intensity) 399 ([M+H]+100). Anal. Calcd. for C19H14N2O4S2¡Á CH3COOH: C, 55.01; H, 3.95; N, 6.11. Found: C, 55.36; H, 3.67; N,6.20. The 1H NMR spectrum was in accordance with described in the literature.

1127-35-1 Benzo[b]thiophene-3(2H)-one 1,1-Dioxide 70780, abenzothiophene compound, is more and more widely used in various.

Reference£º
Article; Cekavicus, Brigita; Vigante, Brigita; Rucins, Martins; Plotniece, Aiva; Pajuste, Karlis; Petrova, Marina; Belyakov, Sergey; Duburs, Gunars; Sobolev, Arkadij; Tetrahedron Letters; vol. 55; 33; (2014); p. 4601 – 4604;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

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.

To a solution of Lambda/1-((3S)-4-{[(2-chloro-4-fluorophenyl)sulfonyl]amino}-3- hydroxybutyl)-L-leucinamide (67 mg, 0.15 mmol) in dichloromethane (2 mL) was added benzothiophene carboxylic acid (29 mg, 0.18 mmol) and HOOBt (2.0 mg, 0.01 mmol) at rt. After cooling the reaction mixture in an ice-bath, NMM (0.45 mmol) and EDCHCI (34 mg, 0.18 mmol) were added. After stirring overnight at rt, the reaction mixture was washed with 10 % (w/w) aqueous citric acid solution (1 mL) and brine. The organic solution was dried over MgSO4, concentrated under reduced pressure, and then purified by silica gel column chromatography (30% – 90% EtOAc/Hex) to give the title compound (0.06Og, 71%, white solid); LCMS: [MH]+= 570.2.

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

Reference£º
Patent; SMITHKLINE BEECHAM CORPORATION; WO2007/30761; (2007); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.130-03-0,Benzo[b]thiophen-3(2H)-one,as a common compound, the synthetic route is as follows.

General procedure: To a stirred mixture of ketone 1a or 1b (3 mmol) and diarylpropargylic alcohols 2a-e (3 ml) in acetonitrile (3 ml) the corresponding catalyst (Table 1) was added and the reaction mixture was refluxed under argon for 1 h. After cooling, the solvent was distilled off in vacuo. The residue was purified by recrystallization from the corresponding solvent or by chromatography on silica gel using the light petroleum/ethyl acetate (8:1) system as an eluent.

130-03-0 Benzo[b]thiophen-3(2H)-one 10986413, abenzothiophene compound, is more and more widely used in various.

Reference£º
Article; Shirinian, Valerii Z.; Zavarzin, Igor V.; Leonova, Evgeniya S.; Markosyan, Ashot I.; Mendeleev Communications; vol. 25; 4; (2015); p. 262 – 263;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem