New learning discoveries about 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.

5381-20-4, Thianaphthene-3-carboxaldehyde (1.62 g, 10.0 mmol) was dissolved in anhydrous ethanol (50 mL). Sulfamide (4.0 g, 42 mmol) was added and the mixture was heated to reflux for 16 hours. The mixture was cooled to room temperature. Sodium borohydride (0.416 g, 11.0 mmol) was added and the mixture was stirred at room temperature for three hours. The reaction was diluted with water (50 mL) and extracted with chloroform (3¡Á75 mL). The extracts were concentrated and chromatographed (5% methanol in DCM) to yield the title compound as a white solid.1H NMR (DMSO-d6): delta 7.98 (1H, dd, J=6.5, 2.3 Hz), 7.92 (1H, dd, J=6.6, 2.4 Hz), 7.62 (1H, s), 7.36-7.45 (2H, m), 7.08 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.31 (2H, d, J=6.3 Hz).

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

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191451; (2007); A1;; ; Patent; Smith-Swintosky, Virginia L.; US2007/191453; (2007); A1;,
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 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, 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.

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

Reference£º
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 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: The amide 6 from the step1 reaction (5.0mmol), aldehyde 7 (5mmol), and piperidine (five drops) were added and stirred in anhydrous ethanol (10mL). Ethanol was evaporated and solid was triturated with water and dried under high vacuum to give the desired product 8.

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

Reference£º
Article; Peng, Zhenghong; Maxwell, David S.; Sun, Duoli; Bhanu Prasad, Basvoju A.; Schuber Jr., Paul T.; Pal, Ashutosh; Ying, Yunming; Han, Dongmei; Gao, Liwei; Wang, Shimei; Levitzki, Alexander; Kapuria, Vaibhav; Talpaz, Moshe; Young, Matthew; Showalter, Hollis D.; Donato, Nicholas J.; Bornmann, William G.; Bioorganic and Medicinal Chemistry; vol. 22; 4; (2014); p. 1450 – 1458;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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

Preparation 54 Preparation of 3-(methylaminomethyl)benzo[b]thiophene To a stirred solution of 2 M methylamine in methanol (75 mmole, 150 mmole) was added benzo[b]thiophen-3-carboxaldehyde (5.3 g, 33 mmole) and HOAc (4.3 mL, 75 mmole). The reaction was stirred at RT for 1 h, then NaBH3CN (2.1 g, 33 mmole) was added portionwise over 5 minutes. The reaction was stirred for an additional 16 h then was concentrated under vacuum. The residue was taken up in Et2O (300 mL) and washed with 1.0 N NaOH (300 mL) then with brine, dried (Na2SO4), and concentrated. Purification by flash chromatography on silica gel (5% (5% NH4OH/MeOH)/CHCl3) gave the title compound (2.81 g, 48%) as a brownish oil: 1H NMR (400 MHz, CDCl3) delta¡¤7.87 (2d, 2 H), 7.40 (m, 2 H), 7.32 (s, 1 H), 4.02 (s, 2 H), 2.56 (s, 3 H), 1.5 (br s, 1 H)., 5381-20-4

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

Reference£º
Patent; Affinium Pharmaceuticals, Inc.; EP1226138; (2004); B1;,
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 fields.

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

Step 1: Benzo[b]thiophen-3-ylmethyl-[2-(1-methyl-pyrrolidin-2-yl)-ethyl]-amine Experimental condition analogous to Example 5, from benzo[b]thiophen-3-carbaldehyde 0.16 g (1 mmol), 2-(1-methyl-pyrrolidin-2-yl)-ethylamine 0.14 g (1.1 mmol), and sodium triacethoxyborohydride 0.31 g (1.5 mmol), in 10 mL Dichloromethane. Purification using silica chromatography, elution with dichloromethane-methanol-ammonium hydroxide, 9-1-0.25, gave 140 mg of compound., 5381-20-4

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

Reference£º
Patent; ChemoCentryx, Inc.; US2006/74071; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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, 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: A 100-mL, round-bottom flask equipped with a magnetic stirring bar was charged with TZD (1 mmole) and rhodanine(1 mmol) in ionic liquid ChCl/urea was added aldehyde (1mmol). The reaction mixture was stirred for adequate amount of time under solvent-free conditions (Table 2). The progress of the reaction was monitored by TLC(Chloroform: Methanol (4:1). After completion of the reaction, H2O (3 ml) was added and ILs separated. Then, the obtained crude compound was collected by filtration and then washed with water and methanol. Finally, products were recrystallized from ethanol to afford (1-10) a, b in the excellent yield.

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

Reference£º
Article; Akhavan, Malihe; Bekhradnia, Ahmadreza; Foroughifar, Naser; Pasdar, Hoda; Combinatorial chemistry and high throughput screening; vol. 22; 10; (2019); p. 716 – 727;,
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.

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. Preparation of nitrobenzo[b]thiophene-3-carboxaldehydes. A solution of 9 g of benzo[b]thiophene-3-carboxaldehyde in 50 ml of acetic anhydride was cooled to 0 C. by means of an external ethanol/ice bath. A solution of 40 ml of acetic acid and 20 ml of fuming nitric acid was added at such a rate to maintain the temperature of the reaction at 0-5 C. Following the addition of the reagents, the reaction mixture was stirred for 1.5 hours. The reaction mixture was poured into 500 ml of ice and extracted with ethyl acetate. The organic layer was washed with water, dried over magnesium sulfate, and evaporated in vacuo. The resulting oil was treated with ethanol. A solid formed, which was recovered by filtration providing 1.3 g of 6-nitrobenzo[b]thiophene-3-carboxaldehyde, m.p. 187-192 C. The ethanol filtrate was evaporated providing an oil which was purified by chromatography over silica gel eluding with cyclohexane.

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

Reference£º
Patent; Eli Lilly and Company; US4659717; (1987); A;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 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

General procedure: To a flask containing 4.1mmol of a selected aromatic aldehyde in 10.2mL of methanol at 0C were added 0.7452g (5.4mmol) of tyramine. The solution was allowed to stir for 45min and 0.1808g (4.8mmol) of sodium borohydride was added. The solution was allowed to stir for 4.5h, at which point 0.1679g (4.4mmol) of additional sodium borohydride was added. This mixture was stirred overnight and the formed precipitate was collected via vacuum filtration. No further purification was required at this stage. The NMR spectral data for known compounds (2a [51], 2b [50], and 2e [50]) matched those in the literature. The characterization of all new compounds is given below., 5381-20-4

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

Reference£º
Article; Henry, Sean; Kidner, Ria; Reisenauer, Mary R.; Magedov, Igor V.; Kiss, Robert; Mathieu, Veronique; Lefranc, Florence; Dasari, Ramesh; Evidente, Antonio; Yu, Xiaojie; Ma, Xiuye; Pertsemlidis, Alexander; Cencic, Regina; Pelletier, Jerry; Cavazos, David A.; Brenner, Andrew J.; Aksenov, Alexander V.; Rogelj, Snezna; Kornienko, Alexander; Frolova, Liliya V.; European Journal of Medicinal Chemistry; vol. 120; (2016); p. 313 – 328;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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: 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.

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

Reference£º
Article; Zhao, Liqin; Bruneau, Christian; Doucet, Henri; Tetrahedron; vol. 69; 34; (2013); p. 7082 – 7089;,
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, A mixture of 2-aminohistamine (0.11 mmol) and 3-benzothiophene carboxaldehyde (0.13 mmol) was stirred in ethanol at room temperature for 6 h, after which 10% PdVC (24 mg) was added and the reaction mixture refluxed for a further 24 h. The mixture was then filtered through a celite pad, washed with ethanol (3 x 25 mL) and5 toluene (2 x 20 mL). The combined filtrates were concentrated under reduced pressure and chromatographed over silica gel using a gradient of 5:95 – 20:80 giving pure 4- (benzothiophen-3-yl)-lH-imidazo[4,5-c]pyridin-2-amine (22.2 mg; 76%) as a white solid. 1H NMR (400 MHz, CD3OD) delta 8.29 (s, IH), 8.27 (d, J = 6.5 Hz, IH), 8.10-8.07 (m, IH), 7.79-7.75 (m, IH), 7.60 (d, J= 6.5 Hz, IH), 7.55-7.48 (m, 2H). 0

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

Reference£º
Patent; MACQUARIE UNIVERSITY; WO2009/152584; (2009); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem