Brief introduction of 5381-20-4

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

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: 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 Thianaphthene-3-carboxaldehyde 227328, abenzothiophene compound, is more and more widely used in various.

Reference£º
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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Analyzing the synthesis route 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 stirred solution of benzo[b]thiophene-3-carbaldehyde1 (1.62 g, 10 mmol) in ethanol (5 mL), 2-ethanonederivatives (2a, 2b) (10 mmol) dissolved in ethanol(2-3 mL) was added portion wise (Scheme 1). The reactionmixture was stirred at room temperature for 20 min,during which it turned to a homogeneous solution. ThenKOH solution (40 %, 2 mL) was added drop wise and theresultant mixture was stirred at room temperature for3-4 h. The precipitated product of chalcone was thencollected by filtration. The crude product was purified byrecrystallization from chloroform-methanol (1:1 v/v,10 mL) to afford (80-85 % yield) the product as yellow tolight brown needles (3a, 3b). Single crystals suitable forX-ray diffraction of both of the chalcones were obtained byrecrystallization from a saturated solution in DMSO.

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

Reference£º
Article; Patel, Paresh N.; Chadha, Anju; Journal of Chemical Crystallography; vol. 46; 5; (2016); p. 245 – 251;,
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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.

General procedure: Into the mixture of difluoromethyltriphenylphosphoniumbromide (236 mg, 0.6 mmol), aldehyde (0.2 mmol) and DBU(90 mL, 0.6 mmol) was added DMF (2 mL) under N2. The resulting mixture was stirred at 50 C for 4 h. After being cooled to room temperature, the solution was diluted with CH2Cl2 (10 mL) andwashed with water (5 mL x 2). The organic phase was dried over sodium sulfate. The solvent was removed by concentration and the residue was subjected to column chromatography to give the pure product., 5381-20-4

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

Reference£º
Article; Li, Qiang; Lin, Jin-Hong; Deng, Zu-Yong; Zheng, Jian; Cai, Ji; Xiao, Ji-Chang; Journal of Fluorine Chemistry; vol. 163; (2014); p. 38 – 41;,
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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

5381-20-4, General procedure: To a resealable Schlenk tube was added MCM-41-PPh3-AuNTf2 (192mg, 0.05mmol). The reaction tube was evacuated and back-filled with argon and this evacuation/back-fill procedure was repeated one additional time. Aldehyde (1.0mmol), propargylamine (4.0mmol), water (5.0mmol), and DCE (4mL) were then added under a stream of argon. The reaction tube was quickly sealed and the mixture was stirred at 40C until disappearance of the starting material (TLC, typically 48h). After being cooled to room temperature, the reaction mixture was diluted with ethyl acetate (20mL) and filtered. The catalyst was washed with ethyl acetate (2¡Á5mL) and diethyl ether (2¡Á5mL), and reused in the next run. The filtrate was concentrated under reduced pressure and the residue was purified by flash chromatography (petroleum ether/ethyl acetate mixtures) to afford the corresponding product.

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

Reference£º
Short Survey; Nie, Quan; Yao, Fang; Yi, Feiyan; Cai, Mingzhong; Journal of Organometallic Chemistry; vol. 846; (2017); p. 343 – 350;,
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New learning discoveries about 5381-20-4

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

5381-20-4,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.

[0626j To a solution of benzo[b]thiophene-3-carboxaldehyde (8-A) (3.22 g, 20 mmol) in THF (20 mL), vinyl magnesium bromide (20 mmol, 1M in Et20) was added dropwise at rt. The mixture was stirred for 2 h at rt. The mixture was treated with aqueous NH4C1 and extracted with EA. The organic phase was concentrated and the residue was purified by column chromatography on silica gel (PE:EA = 50:1) to afford 9-D (2.50 g, 65.7

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

Reference£º
Patent; ALIOS BIOPHARMA, INC.; WANG, Guangyi; BEIGELMAN, Leonid; TRUONG, Anh; NAPOLITANO, Carmela; ANDREOTTI, Daniele; HE, Haiying; WO2014/31784; (2014); A1;,
Benzothiophene – Wikipedia
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Downstream synthetic route of 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,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.

A mixture of thianaphthene-3-carboxaldehyde (0.5 g, 3.08 mmol), 3-aminocrotonitrile (0.554 mL, 6.74 mmol) and acetic acid (0.076 mL, 3.08 mmol) in isopropyl alcohol (10 mL) was stirred at 100C for 18 hours. The mixture was allowed to cool to RT and concentrated. The residue was basified with aq. sodium bicarbonate, and the resulting solid was filtered off and washed with cold water and ethyl ether. The desired product was obtained as a light-yellow solid (0.738 g, 82 %). 1H-NMR (400 MHz, DMSO-d6) delta = 2.06 (s, 6H), 5.00 (s, 1H), 7.36-7.46 (m, 1H), 7.65 (s, 1H), 7.89 (d, 1H), 8.03 (d, 1H), 9.67 (s, 1H). HPLC-MS: Rt 3.878 min, m/z 292.0 (MH+).

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

Reference£º
Patent; Oncostellae, S.L.; KURZ, Guido; CAMACHO GOMEZ, Juan; (123 pag.)EP3480201; (2019); A1;,
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Some tips on 5381-20-4

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

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

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

 

Downstream synthetic route of 5381-20-4

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

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: To a dry glass reaction tube purged with argon and equipped with a magnetic stir bar were added molecular sieves (3-4 A, 100 mg), aldehyde 3a (46 mg, 0.25 mmol), Pd-gamma-Fe2O3 (24 mg, 5 mol% Pd), and cyclohexane (1 mL) and the sealed tube was heated at 130 C for 24 h. The reaction mixture was decanted with the help of an external magnet and the catalyst was washed with CH2Cl2 (5 x 5 mL). The crude product was purified by dry-flash chromatography (SiO2: hexane) to afford 4a (31 mg, 82%) as a white solid; mp 66-68 C.

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

Reference£º
Article; Ajda?i?, Vladimir; Nikoli?, Andrea; Simi?, Stefan; Manojlovi?, Dragan; Stojanovi?, Zoran; Nikodinovic-Runic, Jasmina; Opsenica, Igor M.; Synthesis; vol. 50; 1; (2018); p. 119 – 126;,
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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.

5381-20-4,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.

Example 3; N2-{-3-[(1-benzothien-3-ylmethyl)amino]-trans-cyclohexyl}-N4,N4- dimethylquinazoline-2, 4-diamine; A solution of N2- (3-amino-t7-ans-cyclohexyl)-N4, N4-dimethyl-quinazoline-2, 4-diamine (0.237 g, 0. 83 mmol, from Example 2b) and benzo [b] thiophene-3-carbaldehyde (0.135 g, 0.83 mmol) in MeOH : DCM (1: 2, containing 1% HOAc, 20 mL) was stirred at ambient temperature for 1.5 h, after which a solution of NaBH3CN (0.104 g, 1.66 mmol) in MeOH (4 mL) was added. The reaction mixture was stirred at room temperature until TLC indicated that starting material was consumed. Methanol (20 mL) was added and the reaction mixture was concentrated. The residue was purified on Si02 eluted with DCM: MeOH (98 : 2) containing 2% Et3N and finally DCM: MeOH (9: 1) containing 2% Et3N to give 0. 310 g (86%) of the title compound. This material was dissolved in MeCN and further purified by HPLC (Eluent A: H20 containing 0. 1% TFA; Eluent B: MeCN ; gradient from 10% to 80% of eluent B) to give 0.200 g (56%) of the title compound. 1HNMR (300.1 MHz, MeOD-d4) 8 7.82 (d, 1H), 7.76 (m, 1H), 7.45 (t, 1H), 7.05-7. 33 (m, 5H), 7.01 (t, 1H), 4.32 (br s, 1H), 3.96 (s, 2H), 3.18 (s, 6H), 2.90 (m, 1H), 1.3-2. 1 (m, 8H). 13CNMR (75.5 MHz, MeOD-d4) 8 164.7, 158. 0,153, 3,140. 7, 138. 5,134. 6,132. 3,128. 7, 128.0, 126.6, 124.2, 123.9, 123.3, 122.5, 121.4, 120. 0, 111.8, 51.9, 46.0, 43.8, 40.9, 36.6, 31.3, 31.2, 19.8. LC-MS [M+H] +432. 2.

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

Reference£º
Patent; ASTRAZENECA AB; WO2005/70902; (2005); A1;,
Benzothiophene – Wikipedia
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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

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 ¡Á 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.1 H NMR (400 MHz, CDCl 3 ): delta = 10.75 (s, 1 H), 8.68 (d, J = 8.1 Hz, 1 H),7.76 (d, J = 8.0 Hz, 1 H), 7.47-7.43 (m, 1 H), 7.38-7.34 (m, 1 H), 1.66 (s,9 H).13 C NMR (101 MHz, CDCl 3 ): delta = 185.9, 172.5, 138.7, 135.6, 129.4,125.9, 125.0, 124.8, 121.3, 36.6, 33.3.HRMS (ESI): m/z calcd for C 13 H 15 OS + [M + H] + : 219.0838; found:219.0839., 5381-20-4

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

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