Analyzing the synthesis route of 5381-20-4

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

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

General procedure: 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.

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

Reference:
Article; Wang, Guang-Zu; Shang, Rui; Fu, Yao; Synthesis; vol. 50; 15; (2018); p. 2908 – 2914;,
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New learning discoveries about 22913-24-2

The synthetic route of 22913-24-2 has been constantly updated, and we look forward to future research findings.

22913-24-2, Methyl benzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

22913-24-2, 84 g (0.438 mol) of methyl benzothiophene-2-carboxylate (compare, for example, J. Org. Chem. 37. 3224 [1972]) in 218 ml of ethanol and 36.8 g (0.656 mol) of potassium hydroxide in 100 ml of water are combined, and the mixture is stirred for 4 hours at reflux temperature. For working up, the reaction mixture is allowed to cool, the ethanol is then distilled off in vacuo, the aqueous residue is washed once using diethyl ether, and subsequently acidified with dilute hydrochloric acid, and precipitate which has settled out is filtered off with suction, washed once with water and dried. 60.1 g (77% of theory) of benzothiophene-2-carboxylic acid of melting point >220 C. are obtained. The following benzothiophene-2-carboxamide S,S-dioxides of the general formula (I) STR12 are obtained in a corresponding manner and following the general preparation instructions:

The synthetic route of 22913-24-2 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; Bayer Aktiengesellschaft; US5244893; (1993); A;,
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Simple exploration of 351005-12-4

351005-12-4 5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide 288396, 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.351005-12-4,5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide,as a common compound, the synthetic route is as follows.

To a stirred solution 5-bromo-1,3-dihydro-benzo[c]thiophene 2,2-dioxide (160 mg, 0.65 mmol) 67 (Salor, Milwaukee, Wis.) in DMSO (1 mL) was added bis(pinacolato)diboron (178 mg, 0.70 mmol), KOAc (159 mg, 1.6 mmol) and Pd(dppf)Cl2 DCM complex (22 mg, 0.027 mmol). The mixture was degassed with N2 and heated at 85 C. for 2 h then DMSO (2 mL), H2O (0.5 mL), K2CO3 (223 mg, 1.6 mmol) and 4-amino-2-bromo-thieno[3,2-c]pyridine-7-carboxylic acid amide H2SO4 salt 17 (200 mg, 0.54 mmol) were added. The mixture was stirred at 85 C. for a further 12 h then filtered. The residue was washed with DMSO (2 mL) and the filtrate purified by reverse phase preparative HPLC to yield 68 as a white solid. 1H-NMR (400 MHz, d6-DMSO) delta 8.31 (s, 1H), 8.24 (s, 1H), 8.19 (bs, 1H), 7.97-7.92 (m, 3H), 7.85 (d, 1H), 4.78 (s, 2H), 4.71 (s, 2H)., 351005-12-4

351005-12-4 5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide 288396, abenzothiophene compound, is more and more widely used in various fields.

Reference:
Patent; Tularik Inc.; US2004/97485; (2004); A1;,
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Downstream synthetic route of 130-03-0

The synthetic route of 130-03-0 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.130-03-0,Benzo[b]thiophen-3(2H)-one,as a common compound, the synthetic route is as follows.

General procedure: Under an inert atmosphere of argon, a solution of 9 mmol of Component 4 or Component 5 together with 5 mmol of thioindoxyl in 15 mL of methanol was vigorously stirred and to which small portions of Na2CO3 was added. After 1 h of stirring at 45 C, the dark red residue was filtered and successively and intensively washed with methanol and cold water. The resulting precipitate was filtered and purified by silica gel column chromatography (ethyl acetate:hexane 1:2)., 130-03-0

The synthetic route of 130-03-0 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hosseinnezhad, Mozhgan; Moradian, Siamak; Gharanjig, Kamaladin; Dyes and Pigments; vol. 123; (2015); p. 147 – 153;,
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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: To a round-bottom flask equipped with a magnetic stirring bar were added 3-diazoindolin-2-imines 1 (0.1mmol), aryl aldehydes (2) (0.15mmol), BF3·OEt2 (0.1mmol), and ethyl acetate (1mL) under air atmosphere. The mixture was stirred at room temperature for 2h. The resulted mixture was evaporated under reduced pressure and the residue was purified by flash column chromatography on a silica gel with petroleum ether/ethyl acetate (6:1, v/v) to give pure products 3.

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

Reference:
Article; Huang, Kai; Lu, Ping; Wang, Yanguang; Tetrahedron; vol. 75; 27; (2019); p. 3779 – 3787;,
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Brief introduction of 5381-20-4

5381-20-4 Thianaphthene-3-carboxaldehyde 227328, 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.5381-20-4,Thianaphthene-3-carboxaldehyde,as a common compound, the synthetic route is as follows.

General procedure: An aqueous solution of NaOH (3M, 1.6mL) was added to a solution of aromatic ketone (1mmol) and 3-methoxybenzaldehyde (1.2 eq), in EtOH (1-2mL). The reaction was stirred at r.t for 18-24h. The reaction mixture was cooled in an ice-water bath and acidified to pH 2 with concentrated HCl (37%). The solid formed was filtered, washed with ethanol and then further purified by recrystallization from ethanol. When no precipitate occurred, the reaction mixture was extracted with dichloromethane and washed with water and brine. The organic layer was dried over Na2SO4 and concentrated under reduced pressure. Column chromatography was then utilized to purify the desired product., 5381-20-4

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

Reference:
Article; Borsari, Chiara; Jimenez-Anton, Maria Dolores; Eick, Julia; Bifeld, Eugenia; Torrado, Juan Jose; Olias-Molero, Ana Isabel; Corral, Maria Jesus; Santarem, Nuno; Baptista, Catarina; Severi, Leda; Gul, Sheraz; Wolf, Markus; Kuzikov, Maria; Ellinger, Bernhard; Reinshagen, Jeanette; Witt, Gesa; Linciano, Pasquale; Tait, Annalisa; Costantino, Luca; Luciani, Rosaria; Tejera Nevado, Paloma; Zander-Dinse, Dorothea; Franco, Caio H.; Ferrari, Stefania; Moraes, Carolina B.; Cordeiro-da-Silva, Anabela; Ponterini, Glauco; Clos, Joachim; Alunda, Jose Maria; Costi, Maria Paola; European Journal of Medicinal Chemistry; vol. 183; (2019);,
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Some tips on 20532-33-6

As the paragraph descriping shows that 20532-33-6 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.20532-33-6,5-Chlorobenzothiophene,as a common compound, the synthetic route is as follows.

i) 5-Chloro-benzo[b]thiophene-3-sulfonyl chloride To a solution of 5-chloro-benzo[b]thiophene (Synchem, 1.0 g, 6 mmol) in 1,2-dichloroethane (10 mL) was added sulfur trioxide dimethylformamide complex (1.1 g, 7.2 mmol). The reaction mixture was stirred at 85 C. for 3 h, cooled down to about 50 C., and thionyl chloride (0.92 g, 7.8 mmol) was added. The mixture was further stirred at 80 C. for 1 h, cooled down and chromatographed on silica gel using heptane/ethyl acetate as eluent to obtain 5-chloro-benzo[b]thiophene-3-sulfonyl chloride (1.25 g) as colorless crystals. MS (EI) m/e 265.8 (M), 20532-33-6

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

Reference:
Patent; Hebeisen, Paul; Kitas, Eric A.; Minder, Rudolf E.; Mohr, Peter; Wessel, Hans Peter; US2009/143448; (2009); A1;,
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Some tips on 4923-87-9

The synthetic route of 4923-87-9 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.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.,4923-87-9

(C) To a solution of 5-bromo-1-benzothiophene (12 g, 56.31 mmol) in dry THF (300 mL) under an inert atmosphere was added isopropyl magnesium chloride- lithium chloride complex (1.3 M in THF; 150 mL, 195 mmol) in drop-wise fashion, and the resultant solution was stirred at rt, overnight. DMF (30 mL) was then added in drop-wise fashion and the resultant solution was stirred at rt for 30 min. Water (500 mL) was added and the resulting solution was extracted with ethyl acetate (3 x 500 mL). The combined organic extracts were concentrated under reduced pressure and the resultant residue was purified by silica gel chromatography (0-2% EtOAC/ petroleum ether) to provide benzo[b]thiophene-5-carbaldehyde (6.9 g, 68 %) as a yellow solid. 1H NMR (DMSO-d6) G 10.12 (s, 1H), 8.32 (s, 1H), 8.01 (d, J = 8.4 Hz, 1H), 7.86 – 7.89 (m, 1H), 7.57 – 7.61 (m, 1H), 7.47 – 7.50 (m, 1H).

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

Reference:
Patent; JANSSEN PHARMACEUTICA NV; KUO, Gee-Hong; PLAYER, Mark R.; YANG, Shyh-Ming; ZHANG, Yue-Mie; HUANG, Hui; (260 pag.)WO2016/57731; (2016); A1;,
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Brief introduction of 1423-61-6

1423-61-6 7-Bromobenzo[b]thiophene 12045538, 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.1423-61-6,7-Bromobenzo[b]thiophene,as a common compound, the synthetic route is as follows.

General procedure: 3-Chloroperbenzoic acid (2.5 mmol) was added to the stirredsolution of compound 4a or 4b (1.0 mmol) in dichloromethane(50 mL) in portions over a 20-30 min period. The mixture washeated to reflux for about 5 h and monitored by TLC. Aftercompletion, the mixture was cooled to room temperature and sodiumhydrogen sulfite (20 mL) was added. The solution was stirredfor 15 min and extracted with dichloromethane. The organic phasewas washed with aqueous sodium bicarbonate (2 x 30 mL). Theorganic phase was separated, washed with brine and dried withsodium sulfate, filtered, and the solvents were removed underreduced pressure to give the sulfone compound 5a or 5b., 1423-61-6

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

Reference:
Article; Zhang, Wenda; Ma, Ting; Li, Shanshan; Yang, Yanwei; Guo, Jianpeng; Yu, Wenying; Kong, Lingyi; European Journal of Medicinal Chemistry; vol. 125; (2017); p. 538 – 550;,
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Some tips on 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

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 109A: 4-(Benzo[b]thiophen-7-yl)isoquinoline[00356] A vessel capable of sealing was charged with a mixture of 7- bromobenzo[b]thiophene (430 mg, 2.018 mmol), isoquinolin-4-ylboronic acid (419 mg, 2.421 mmol), PdCl2(dppf)-CH2Ci2 adduct (82 mg, 0.101 mmol), dioxane (6 mL), and a 2.0 M aqueous solution of Kappa3RhoOmicron4 (3 mL, 1.41 mmol) and was purged with nitrogen for 10 min. The vessel was sealed and heated at 90 C for 16 hours. Upon cooling, the reaction mixture was diluted with CH2CI2 and filtered with CH2Cl2/MeOH washing. The filtrate was concentrated under reduced pressure. The residue was dissolved in CH2CI2 and washed with water, brine, dried over anhydrous a2S04 and concentrated under reduced pressure. The crude material was purified by BIOTAGE eluting with 0%-15% EtOAc/CH2Cl2 at 30 mL/min. Concentration of appropriate fractions provided the title compound (32 mg, 30% yield). LC/MS: Example 109A (at) 2.49 min (RT) (Condition G). MS (ES): m/z=262.42 [M+H]+. XH NMR (400 MHz, CDC13) delta ppm 9.38 (1 hr, s), 8.71 (1 hr, s), 8.08-8.15 (1 hr, m), 7.96 (1 hr, dd, J=8.06, 1.01 Hz), 7.51-7.71 (4 hr, m), 7.39-7.51 (3 hr, m)., 1423-61-6

As the paragraph descriping shows that 1423-61-6 is playing an increasingly important role.

Reference:
Patent; BRISTOL-MYERS SQUIBB COMPANY; BALOG, James Aaron; HUANG, Audris; VELAPARTHI, Upender; LIU, Peiying; WO2013/49263; (2013); A1;,
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