Analyzing the synthesis route of 4923-87-9

4923-87-9, As the paragraph descriping shows that 4923-87-9 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.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

In DMF (500 parts), 5-bromobenzo[b]thiophene (20 parts), phenylboronic acid (13.7 parts),Tripotassium phosphate (113 parts) and hydrazine (triphenylphosphine) palladium (3.0 parts) were mixed, and stirred at 70 C for 6 hours under a nitrogen atmosphere.After cooling the obtained reaction liquid to room temperature, water (500 parts) was added, and the solid fraction was separated by filtration.The obtained solid fraction was dried by washing with water and acetone to obtain 5-phenylbenzo[b]thiophene (13.3 parts, yield 67%).

4923-87-9, As the paragraph descriping shows that 4923-87-9 is playing an increasingly important role.

Reference:
Patent; NIPPON KAYAKU KABUSHIKI KAISHA; NIIMI, KAZUKI; TONE, YUSUKE; YAKUSHIJI, HIDENORI; (67 pag.)TW2018/31491; (2018); A;,
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Downstream synthetic route of 5381-20-4

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

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, Step 1 : Preparation of intermediate methyl 2-(1 -benzothiophen-3-yl)-2- hydroxyacetate (4a)Trimethylsilylcyanide (924 muIota_, 7.39 mmol) was added at 0C to a solution of thianaphtene-3-carboxaldehyde (1 g, 6.16 mmol) and zinc iodide(ll) (198 mg, 0.62 mmol) in anhydrous dichloromethane (40 mL) under a nitrogen atmosphere. After 2 hours, the reaction mixture was quenched with a saturated aqueous solution of sodium carbonate and extracted with dichloromethane (2 x 20 mL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated to dryness. The residue was dissolved in anhydrous methanol and the solution was cooled at 0C. Hydrogen chloride was bubbled for 5 minutes. The mixture was then warmed at room temperature for 20h and concentrated in vacuo. The residue was partitioned between ethyl acetate (10 mL) and a saturated aqueous solution of sodium bicarbonate (10mL). The aqueous layer was extracted with ethyl acetate (2×1 OmL). The organic layer was washed with brine (10 mL), dried over sodium sulfate, filtered and evaporated to dryness. The residue was purified by flash chromatography on silica gel (dichloromethane/ethanol 95/5) to afford the desired alcohol (4a) as a white solid (550 mg, 2.47 mmol, 40%). 1H NMR (400 MHz, CDCI3) delta 3.78 (s, 3H), 5.56 (s, 1 H), 7.35-7.45 (m, 2H), 7.49 (s, 1 H), 7.86-7.92 (m, 2H).MS m/z ([M-OH]+) 205.

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

Reference:
Patent; LABORATOIRE BIODIM; CHASSET, Sophie; CHEVREUIL, Francis; LEDOUSSAL, Benoit; LE STRAT, Frederic; BENAROUS, Richard; WO2012/137181; (2012); A1;,
Benzothiophene – Wikipedia
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Simple exploration of 5381-20-4

As the paragraph descriping shows that 5381-20-4 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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

5381-20-4, General procedure: Benzo[b]thiophene-3-carbaldehyde (40 mg, 0.25 mmol, 1.0 equiv),Pd(TFA) 2 (4.2 mg, 5 mol%), (4-FC 6 H 4 ) 3 P (9.5 mg, 12 mol%), DPEphos (8mg, 6 mol%), and Cs 2 CO 3 (122 mg, 0.375 mmol) were placed in atransparent Schlenk tube equipped with a stirring bar. The tube wasevacuated and filled with argon for three times. Degassed DMF (2.5mL) and tert-butyl bromide (51 mg, 0.375 mmol, 1.5 equiv) were add-ed via a gastight syringe. The reaction mixture was stirred under theirradiation of 36 W blue LEDs (distance app. 2.0-3.0 cm from thebulb) at r.t. for 24 h. The mixture was quenched with brine and ex-tracted with EtOAc (3 × 10 mL). The organic layers were combinedand concentrated under reduced pressure. The product was purifiedby flash column chromatography on silica gel using PE or a mixture of PEand EtOAc (10:1 v/v) as eluent; yield: 50.1 mg (92%); pale yellow liquid.

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

Reference:
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 5381-20-4

The synthetic route of 5381-20-4 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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.,5381-20-4

General procedure: As a typical experiment, the reaction of the aryl bromide (1 mmol), benzothiophene (1.5 mmol) and KOAc (0.196 g, 2 mmol) at 150C during 16 h in DMF or DMAc (4 mL) in the presence of Pd(OAc)2 (0.224 mg,0.001 mmol) or (1.12 mg, 0.005 mmol) prepared as a solution in DMAc (1 mg of Pd(OAc)2 in 1 mL of DMAc) under argon affords the coupling product after evaporation of the solvent and purificationon silica gel.

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

Reference:
Article; Zhao, Liqin; Bruneau, Christian; Doucet, Henri; Tetrahedron; vol. 69; 34; (2013); p. 7082 – 7089;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 360576-01-8

360576-01-8, As the paragraph descriping shows that 360576-01-8 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.360576-01-8,Methyl 6-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 300 mg of methyl 6-bromobenzo[b]thiophene-2-carboxylate, 100 mg of lithium hydroxide monohydrate, 3 ml of water, and 9 ml of methanol was stirred for 2 hours at 75C. The reaction mixture was concentratedunder reduced pressure. Water was added to the residues, and the residue was washed three times with tert-butylmethyl ether. Concentrated hydrochloric acid was added to the aqueous layer, and then extraction was performed threetimes by using chloroform. The collected organic layer was washed with saturated saline, dried over magnesium sulfate,and then concentrated under reduced pressure, thereby obtaining 272 mg of 6-bromobenzo[b]thiophene-2-carboxylicacid (hereinafter, described as a “compound 12 of the present invention”). 1H-NMR (DMSO-D6) delta:13.61 (br s, 1H), 8.38 (d, 1H, J = 1.9 Hz0, 8.11 (s, 1H), 7.95 (d, 1H, J = 8.5 Hz), 7.62 (dd, 1H, J= 8.5, 1.9 Hz).

360576-01-8, As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

Reference:
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
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Analyzing the synthesis route of 34761-09-6

The synthetic route of 34761-09-6 has been constantly updated, and we look forward to future research findings.

34761-09-6, Ethyl 3-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A 100mL RBF was charged with ethyl 3-aminobenzo[b]thiophene-2-carboxylate (17.7 g, 80 mmol), treated with formamide (60.6 mL, 1520 mmol) and heated to 190 C for 2 hrs. Precipitate formed upon cooling. The solid was collected by filtration and washed with ether, then recrystallized from ethanol/THF. Benzo[4,5]thieno[3,2-d]pyrimidin-4(3H)-one (9.9 g, 61% yield) was obtained., 34761-09-6

The synthetic route of 34761-09-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Universal Display Corporation; Xia, Chuanjun; Joseph, Scott; EP2826781; (2015); A1;,
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Benzothiophene | C8H6S – PubChem

 

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

Example 52 Preparation of (+)-5-benzo[b]thiophen-5-yl-8-methoxy-2-methyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, maleate salt and (-)-5-benzo[b]thiophen-5-yl-8-methoxy-2-methyl-2,3,4,5-tetrahydro-1H-benzo[c]azepine, maleate salt Step A: To a solution of 5-bromobenzo[b]thiophene (5.0 g, 23.5 mmol) in N,N-dimethylformamide (50 mL) at room temperature were added tri-o-tolylphosphine (0.64 g, 2.1 mmol) and triethylamine (9.9 mL, 70.4 mmol). The reaction mixture was degreased with argon and then ethyl acrylate (7.7 mL, 70.4 mmol) and tris(dibenzylideneacetone)dipalladium(0) (0.65 g, 0.7 mmol) were added to it. The resultant solution was degreased with argon and then heated at 100 C. overnight. The reaction solution was then cooled to room temperature, diluted with ethyl acetate, washed with water (2×), saturated ammonium chloride and brine, dried over sodium sulfate and concentrated under reduced pressure. The crude product obtained was purified by flash column chromatography (95:5 to 93:7 hexanes/ethyl acetate) to give the desired product (2.5 g, 46%) as a light yellow oil: 1H NMR (CDCl3, 500 MHz) delta 7.94 (d, J=1.5 Hz, 1H), 7.87 (d, J=8.5 Hz, 1H), 7.81 (d, J=16.0 Hz, 1H), 7.54 (dd, J=8.4 and 1.6 Hz, 1H), 7.49 (d, J=5.4 Hz, 1H), 7.36 (d, J=5.4 Hz, 1H), 6.50 (d, J=15.9 Hz, 1H), 4.28 (q, J==7.2 Hz, 2H), 1.35 (t, J=7.2 Hz, 3H).

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

Reference:
Patent; AMR Technology, Inc.; US2007/21408; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 1423-61-6

1423-61-6, The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

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 834-Benzo[b]thiophen-7-yl-2-chloro-pyridineIn a flask, combine 7-bromo-benzo[b]thiophene (1.7 g, 12 mmol), 2-chloro-4- (4,4,5,5-tetramethyl-[l,3,2]dioxaborolan-2-yl)-pyridine (1.6 g, 7 mmol), Pd(dppf)Cl2 (285 mg, 0.3 mmol), 2-(di-tert-butylphosphino)biphenyl (63 mg, 0.2 mmol), sodium carbonate (2 M, 8 mL, 16 mmol) and THF (20 mL). Heat the mixture at 100 0C for 3 h. Dilute the mixture with chloroform/IPA (3/1). Wash the solution with aqueous saturated sodium chloride. Dry over sodium sulfate. Concentrate the solution in vacuo to a dark residue.

1423-61-6, The synthetic route of 1423-61-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; ELI LILLY AND COMPANY; WO2008/144222; (2008); A2;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route 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.,95-15-8

To a solution of benzothiophene in dry THF (0.6 M) was added at -78C, BuLi (1.2 equiv) dropwise over 30 min. The mixture was stirred at -78C for 1 h, DMF (2 equiv) was added and the mixture was stirred for 1 h. Saturated NH4Cl was added and the mixture was extracted with EtOAc. The combined organic extracts were washed with brine, dried over MgSO4, filtered, and concentrated to give the title compound as an oil.

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

Reference:
Patent; MERCK & CO., INC.; MERCK FROSST CANADA LTD.; WO2007/61764; (2007); A2;,
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New learning discoveries about 1196-19-6

1196-19-6, The synthetic route of 1196-19-6 has been constantly updated, and we look forward to future research findings.

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 of503 mg (3.64 mmol) of potassium carbonate and 773 mg (3.4 mmol) of 3-bromomethylbenzothiophene and heating to 100C. 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, The synthetic route of 1196-19-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; TEIJIN LIMITED; EP1249450; (2002); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem