Brief introduction of 5381-20-4

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

5381-20-4,5381-20-4, Thianaphthene-3-carboxaldehyde is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

There was suspended, in ethanol (3.0 mL), 5-chloro-7-morpholin-4-yl-2-pyridin-4-yl-pyrazolo[1,5-a]pyrimidine (80 mg, 0.26 mM), then acetic acid (7.4 muL, 0.13 mM) and thianaphthene-2-carboxy-aldehyde (46 mg, 0.29 mM) were added to the suspension and the mixture was stirred at room temperature for one hour. This reaction liquid was filtered and the resulting solid was washed with ethanol and then with diethyl ether to thus give the title compound (3.4 mg, yield: 2.9%). 1H-NMR (300 MHz, DMSO-d6); delta 3.80 (bs, 4H), 3.94 (bs, 4H), 6.41 (s, 1H), 6.78 (s, 1H), 7.49 (t, 1H, J=6.9 Hz), 7.59 (t, 1H, J=6.9 Hz), 7.93 (d, 2H, J=6.3 Hz), 8.08 (d, 1H, J=7.8 Hz), 8.14 (s, 1H), 8.41 (s, 1H), 8.67 (d, 2H, J=6 Hz), 8.74 (d, 2H, J=7.8 Hz); MS (ESI) m/z 456 (M+H)+.

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

Reference:
Patent; AJINOMOTO CO., INC.; US2011/294781; (2011); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 24434-84-2

As the paragraph descriping shows that 24434-84-2 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.24434-84-2,Benzo[b]thiophene-3-carbonitrile,as a common compound, the synthetic route is as follows.

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., 24434-84-2

As the paragraph descriping shows that 24434-84-2 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
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Downstream synthetic route of 6314-28-9

The synthetic route of 6314-28-9 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.6314-28-9,Benzo[b]thiophene-2-carboxylic acid,as a common compound, the synthetic route is as follows.

6314-28-9, To a dry 25mL round bottomed flask was added 44mg (0.25mmol) benzo[b]thiophene-2-carboxylic acid and excess (5mL) thionyl chloride, and the resulting mixture held at reflux for 3h. The resulting benzo[b]thiophene-2- carbonyl chloride was then evaporated to dryness via rotavap in preparation for the next step.

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

Reference:
Patent; PURDUE RESEARCH FOUNDATION; VAN RIJN, Richard M.; CUSHMAN, Mark S.; LILL, Markus; CASSELL, Robert James; ABDALLAH, Amr Hamed Mahmoud; ELSAYED, Mohamed S. A.; (28 pag.)WO2018/231635; (2018); A1;,
Benzothiophene – Wikipedia
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New learning discoveries about 20532-33-6

20532-33-6, The synthetic route of 20532-33-6 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.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

[Referential Example 25] 5-Chlorobenzo[b]thiophene-2-carboxylic acid: After 5-chlorobenzo[b]thiophene (2.53 g) was dissolved in absolute ether (40 ml), and the interior of a vessel was purged with argon, the solution was cooled to -78C. tert-Butyllithium (1.54N hexane solution, 9.74 ml) was added dropwise to the solution, and the mixture was stirred at the same temperature for 1 hour in total. The reaction mixture was heated to 0C and stirred for 1.5 hours. The reaction mixture was cooled again to-78C and stirred for 1.5 hours while blowing carbon dioxide into the interior of the vessel. The temperature was returned to room temperature, 0.3N hydrochloric acid (100 ml) and ethyl acetate were added to the reaction mixture to separate an organic layer. The solvent was distilled off under reduced pressure, and ether was added to the residue. Precipitates were collected by filtration to obtain the title compound (2.67 g) as a colorless solid. 1H-NMR (DMSO-d6) delta: 7.53(1H,dd,J=8.5,2.2Hz), 8.07-8.11(3H,m), 13.65(1H,br.s). MS (FAB) m/z: 213(M+H)+.

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

Reference:
Patent; DAIICHI PHARMACEUTICAL CO., LTD.; EP1270557; (2003); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 3541-37-5

3541-37-5, The synthetic route of 3541-37-5 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.3541-37-5,Benzo[b]thiophene-2-carboxaldehyde,as a common compound, the synthetic route is as follows.

To a cooled mixture of thionyl chloride (20 ml, 274 mmol) and DMF (0.7 ml) at 0 C, benzothiophene 2-carboxaldehyde (4.7 g, 29.0 mmol) was added in 3 portionas, and stirred at 0 C for 30 minutes and then a;lowed to warm for about 15 hours. The mixture was poured into ice and aqueous IN sodium hydrogen carbonate and then extracted with EtOAc. The combined organic solution was washed with brine and dried (Na2S04) and concentrated in vacuo to provide Int-76a (6.1 g, 28.1 mmol, 97 % yield).

3541-37-5, The synthetic route of 3541-37-5 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MERCK SHARP & DOHME CORP.; KOZLOWSKI, Joseph A.; ROSENBLUM, Stuart B.; COBURN, Craig A.; SHANKAR, Bandarpalle, B.; ANILKUMAR, G., Nair; CHEN, Lei; DWYER, Michael, P.; JIANG, Yueheng; KEERTIKAR, Kartik, M.; LAVEY, Brian, J.; SELYUTIN, Oleg, B.; TONG, Ling; WONG, Michael; YANG, De-Yi; YU, Wensheng; ZHOU, Guowei; WU, Hao; HU, Bin; ZHONG, Bin; SUN, Fei; JI, Tao; SHEN, Changmao; RIZVI, Razia; ZENG, Qingbei; WO2012/41014; (2012); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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.

(A) To a cooled (-10 C. to 5 C.) solution of diisopropylamine (422 g, 4.17 mol) in anhydrous THF (4.0 L) was added n-butyllithium (1517 mL of 2.5 M in hexane, 3.79 mol) in drop-wise fashion over a period of 1.5 h under an inert atmosphere of nitrogen. Upon completion of the addition, the reaction solution was stirred at -10 C. to 0 C. for an additional 30 min, and then cooled to -78 C. A solution of 5-bromobenzo[b]thiophene (670 g, 3.16 mol) and TMSCl (512 g, 4.74 mol) in THF (3.4 L) was added in drop-wise fashion and the resulting reaction mixture was stirred at -78 C. After completion of the reaction, as judged by HPLC analysis, aq. NH4Cl solution (5% w/w, 2 L) was added in drop-wise fashion into the reaction mixture while still under a nitrogen atmosphere and maintaining a temperature between -78 C. and -65 C. The mixture was then allowed to warm to rt and the aqueous phase was removed. Water (2 L) was added to the organic phase and after stirring at room temperature for 15 min, the aqueous phase was removed. The combined aqueous layers were back-extracted with EtOAc (2 L), and the combined organic extracts were washed with sat.d aq. NaCl (2 L), dried (Na2SO4) and concentrated under reduced pressure to provide (5-bromobenzo[b]thiophen-2-yl)trimethylsilane (867 g, purity: 90.0 LCAP) as a light yellow liquid. 1H NMR (CDCl3) delta 7.93 (d, J=1.5 Hz, 1H), 7.72 (d, J=8.4 Hz, 1H), 7.39 (d, J=8.4 Hz, 1H), 7.36 (s, 1H), 0.37 (s, 9H); LC/MS (APCI+) m/z 283.9 [M]+.

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

Reference:
Patent; Janssen Pharmaceutica NV; Liang, Yin; Demarest, Keith T.; (109 pag.)US2017/290800; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Analyzing the synthesis route of 360575-29-7

360575-29-7, As the paragraph descriping shows that 360575-29-7 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.360575-29-7,Methyl 4-bromobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 750 mg of methyl 4-bromobenzo[b]thiophene-2-carboxylate, 438 mg of phenyl boronic acid, 610mg of lithium chloride, 528 mg of sodium carbonate, 160 mg of tetrakis(triphenylphosphine)palladium (0), 30 ml of 1,4-dioxane, and 15 ml of water was stirred for 4 hours at 100C. After being cooled to room temperature, the reactionmixture was concentrated under reduced pressure. Chloroform and water were added to the residues, and insolublematter was separated by filtration. The aqueous layer was extracted twice by using chloroform, and the collected organiclayer was washed with saturated saline, dried over magnesium sulfate, and then concentrated under reduced pressure.The residues were subjected to silica gel column chromatography, thereby obtaining 477 mg of methyl 4-phenylbenzo[b]thiophene-2-carboxylate

360575-29-7, As the paragraph descriping shows that 360575-29-7 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
Benzothiophene | C8H6S – PubChem

 

Some tips on 34761-09-6

34761-09-6 Ethyl 3-aminobenzo[b]thiophene-2-carboxylate 731510, abenzothiophene compound, is more and more widely used in various fields.

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

(2) Ethyl 3-aminobenzo[b]thiophene-2-carboxylate (10 g, 45.2 mmol), and carbamimidic chloride hydrochloride (7.27 g, 63.3 mmol) in diglyme (90 mL) were heated to 160C for 12 hrs. The reaction solution was cooled to room temperature, filtered, washed with ether and hexanes and dried in vacuo for 3 hrs yielding 10.56 g (108% yield) of crude grey solids of the 2-aminobenzo[4,5]thieno[3,2-d]pyrimidin-4(3H)-one. Used as is without further purification., 34761-09-6

34761-09-6 Ethyl 3-aminobenzo[b]thiophene-2-carboxylate 731510, abenzothiophene compound, is more and more widely used in various fields.

Reference:
Patent; Universal Display Corporation; Joseph, Scott; Boudreault, Pierre-Luc T.; Dyatkin, Alexey Borisovich; Li, David Zenan; Xia, Chuanjun; Yamamoto, Hitoshi; EP2910555; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 95-15-8

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

95-15-8, Thianaphthene is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

95-15-8, Under inert conditions benzo[b]thiophene (7.00 g, 51.1 mmol,1.00 equiv) was dissolved in dry THF and stirred for 30 min at-78 C. n-BuLi (26.6 mL, 2.5 M in hexane, 66.5 mmol, 1.30equiv) was added slowly, and the mixture was stirred for 30min. MeI (4.90 mL, 11.2 g, 78.9 mmol, 1.54 equiv) was addedover 15 min. The reaction was stirred for 20 min at -78 C, for 3h at r.t., quenched with water (100 mL), and extracted withEtOAc (4 × 50 mL). The organic layer was dried over Na2SO4, andthe solvents were removed in vacuo. After purification by flashchromatography (silica, hexane), 5 could be obtained as acolourless solid in 97% yield (7.26 g, 49.0 mmol). TLC (SiO2, hexane):Rf = 0.54. 1H NMR (400 MHz, DMSO-d6): delta = 7.85 (dp, J =7.8, 0.7 Hz, 1 H), 7.74-7.64 (m, 1 H), 7.35-7.21 (m, 2 H), 7.12 (p,J = 1.2 Hz, 1 H), 2.56 (d, J = 1.2 Hz, 3 H) ppm. 13C NMR (101 MHz,DMSO-d6): delta = 140.57, 140.09, 138.88, 124.19, 123.46, 122.57,122.05, 121.78, 15.74 ppm. MS (EI): m/z [M]+ calcd for C9H8S:148.0342; found: 148.0341.

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

Reference:
Article; Hofsaebeta, Robert; Rombach, David; Wagenknecht, Hans-Achim; Synlett; vol. 28; 12; (2017); p. 1422 – 1426;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 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: A mixture of malononitrile (1.1 mmol) and substituted aldehydes(1.0 mmol) in ethanol in the presence of triethylamine wasstirred at room temperature. After the complete disappearance ofboth starting materials (monitored by TLC), 2-thioxo-1, 3-thiazolidin-4-one (1.0 mmol) was added and the stirring wascontinued for 2 -2hrs. The completion of the reaction wasmonitored by TLC. The solid formed in the reaction mixture wasfiltered, dried and recrystallized in ethanol to obtain the pureproduct in good yields., 5381-20-4

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

Reference:
Article; Noorulla; Suresh, Ayyadurai Jerad; Devaraji, Vinod; Mathew, Bijo; Umesh, Devi; Journal of Molecular Structure; vol. 1147; (2017); p. 682 – 696;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem