New learning discoveries about 20699-85-8

20699-85-8, The synthetic route of 20699-85-8 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.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

Compound 6 (255 mg, 1.062 mmol) and compound 7 (200 mg, 0.965 mmol) were dissolved indimethylformamide (3.22 mL). 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (222 mg, 1.158mmol) was added to the reaction mixture, followed by 4-dimethylaminopyridine (118 mg, 0.965mmol) and the reaction was stirred at room temperature overnight. The reaction mixture was diluted with ethyl acetate and was washed with saturated ammonium chloride, brine, dried oversodium sulfate, filtered and concentrated. The crude product was purified by silica gelchromatography (0% to 40% ethyl acetate/hexanes) to obtain compound 7 as an orange-white solid(300 mg, 0.699 mmol, 72% yield).

20699-85-8, The synthetic route of 20699-85-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Article; Reid, Emily E.; Archer, Katie E.; Shizuka, Manami; McShea, Molly A.; Maloney, Erin K.; Ab, Olga; Lanieri, Leanne; Wilhelm, Alan; Ponte, Jose F.; Yoder, Nicholas C.; Chari, Ravi V.J.; Miller, Michael L.; Bioorganic and Medicinal Chemistry Letters; vol. 29; 17; (2019); p. 2455 – 2458;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 20699-85-8

The synthetic route of 20699-85-8 has been constantly updated, and we look forward to future research findings.

20699-85-8, Methyl 5-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated,20699-85-8

A solution of 4-((ieri-butoxycarbonyl)amino)-i-methyl-iH-pyrrole-2-carboxylic acid (500 mg, 2.1 mmol) in A V-dimethylformamide (10 mL) was charged with i-(3- dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (725 mg, 3.8 mmol) and 4- (dimethylamino)pyridine (577 mg, 4.7 mmol). The reaction mixture was stirred at room temperature for 2 h. Methyl 5-aminobenzo[]thiophene-2-carboxylate 17 (392 mg, 1.9 mmol) was then added and the resulting mixture was stirred at room temperature for 16 h. This was then poured into ice-water (20 mL) and extracted with ethyl acetate (3 x 50 mL). The combined organic extracts were sequentially washed with 1 M citric acid (30 mL), a saturated aqueous solution of sodium hydrogen carbonate (35 mL), water (35 mL) and brine (35 mL). The organic layer was then dried over sodium sulfate, filtered and concentrated. The resulting residue was purified by column chromatography (silica), eluting with ethyl acetate/hexane (from 0% to 50%), to give the title compound 18 (610 mg, 75%) as a beige solid. (0901) MS (ES+): m/z = 430 (M+H)+; LCMS: tR = 7.90 min.

The synthetic route of 20699-85-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; FEMTOGENIX LIMITED; THURSTON, David Edwin; RAHMAN, Khondaker Mirazur; JACKSON, Paul Joseph Mark; (137 pag.)WO2016/198869; (2016); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Some tips on 20699-85-8

As the paragraph descriping shows that 20699-85-8 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.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 500 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 1.37 g of trifluoromethanesulfonicanhydride, 623 mg of diisopropylethylamine, and 10 ml of dichloromethane was stirred for 4 hours at room temperature.An aqueous saturated sodium hydrogen carbonate solution was added to the reaction mixture, and extraction wasperformed using chloroform. The collected organic layer was washed with saturated saline, dried over magnesiumsulfate, and then concentrated under reduced pressure. The residues were subjected to silica gel column chromatography,thereby obtaining 500 mg of methyl 5-[bis(trifluoromethylsulfonyl)amino]benzo[b]thiophenecarboxylate.

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Simple exploration of 20699-85-8

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

20699-85-8, Methyl 5-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

A solution of 4-(4-(((6aS,)-5-((allyloxy)carbonyl)-2-methoxy-i2-oxo-6-((tetrahydro-2if- pyran-2-yl)oxy)-5,6,6a,7,8,9,io,i2-octahydrobenzo[e]pyrido[i,2-a][i,4]diazepin-3- yl)oxy)butanamido)-i-methyl-iff-imidazole-2-carboxylic acid (40) (110 mg, 0.170 mmol) in AyV- d i m e t h y 1 f 0 r m a m i d e (4 mL) was charged with i-(3-dimethylamino- propyl)-3-ethylcarbodiimide hydrochloride (59 mg, 0.31 mmol) and 4-(dimethyl- amino)pyridine (47 mg, 0.38 mmol). The reaction mixture was stirred at room temperature for 30 min. Methyl 5-aminobenzo[b]thiophene-2-carboxylate (32 mg, 0.15 mmol) was then added and the resulting mixture was stirred at room temperature for 16 h. This was then poured onto ice-water (40 mL) and extracted with ethyl acetate (3 x 100 mL). The combined organic extracts were sequentially washed with an aqueous solution of citric acid (1 M, 60 mL), a saturated aqueous solution of sodium hydrogen carbonate (70 mL), water (70 mL) and brine (70 mL). The organic layer was then dried over sodium sulfate, filtered and concentrated. The resulting residue was then purified by column chromatography (silica), eluting with ethyl acetate/dichloromethane (0% to 100%), followed by methanol/ dichloromethane (from 0% to 10%), to give the title compound (50 mg, 39%) as a yellow oil. MS (ES+): m/z = 845 (M+H)+; LCMS (Method A): ?R = 8.22 min.

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; FEMTOGENIX LIMITED; THURSTON, David Edwin; JACKSON, Paul Joseph Mark; (294 pag.)WO2020/49286; (2020); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

New learning discoveries about 20699-85-8

The synthetic route of 20699-85-8 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.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A mixture of 500 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 552 mg of methanesulfonyl chloride,623 mg of diisopropylethylamine, and 10 ml of dichloromethane was stirred for 4 hours at room temperature. After thereaction mixture was concentrated under reduced pressure, water was added to the residues, and the precipitated solidswere collected by filtration. The obtained solids were washed with water and hexane and concentrated under reducedpressure, thereby obtaining 449 mg of methyl 5-[bis(methylsulfonyl)amino]benzo[b]thiophene-2-carboxylate.

The synthetic route of 20699-85-8 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

Simple exploration of 20699-85-8

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

20699-85-8, Methyl 5-aminobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

12255] A mixture of 500 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 552 mg of methanesulfonyl chlo-ride, 623 mg of diisopropylethylamine, and 10 ml of dichlo-romethane was stirred for 4 hours at room temperature. Afterthe reaction mixture was concentrated under reduced pressure, water was added to the residues, and the precipitatedsolids were collected by filtration. The obtained solids werewashed with water and hexane and dried under reduced pressure, thereby obtaining 449 mg of methyl 5-[bis(methylsul-fonyl)amino]benzo[b]thiophene-2-carboxylate.

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; Mukumoto, Fujio; Tamaki, Hiroaki; Kusaka, Shintaro; Iwakoshi, Mitsuhiko; US2015/282482; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

Some tips on 20699-85-8

As the paragraph descriping shows that 20699-85-8 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.20699-85-8,Methyl 5-aminobenzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.

A solution of 4-((tert-butoxycarbonyl)amino)-1-methyl-1H-pyrrole-2-carboxylic acid (127 mg, 0.530 mmol) in N,N-dimethylformamide (i mL) was charged with 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (185 mg, 0.960 mmol) and4-(dimethylamino)pyridine (147 mg, 1.20 mmol). The reaction mixture was stirred at room temperature for 4 h. Methyl 5-aminobenzo[b]thiophene-2-carboxylate (100 mg, 0.480 mmol) was then added and the resulting mixture was stirred at room temperature for 16 h. This was then poured onto ice-water (40 mL) and extracted withethyl acetate ( x 100 mL). The combined organic extracts were sequentially washed with an aqueous solution of citric acid (i M, 60 mL), a saturated aqueous solution of sodium hydrogen carbonate (70 mL), water (70 mL) and brine (70 mL). The organic layer was then dried over sodium sulfate, filtered and concentrated to give the title compound (i8 mg, 90%) as a cream solid. The product was carried through to the nextstep without any further purification.MS (ES+): m/z = 430 (M+H) LCMS (Method B): tR = 4.07 mm.

As the paragraph descriping shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; FEMTOGENIX LIMITED; JACKSON, Paul Joseph Mark; THURSTON, David Edwin; RAHMAN, Khondaker Mirazur; (121 pag.)WO2017/32983; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem