Downstream synthetic route of 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.

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

Compound 61 (300 mg, 1.448 mmol) was dissolved in DMF (4.83 mL). Mel (109 pL, 1.737 mmol) was added, followed by K2C03 (300 mg, 2.171 mmol) and the reaction was stirred at rt overnight. Water was added to the reaction mixture to precipitate the product. The resulting slurry was filtered to obtain a brown solid. The crude product was purified by silica gel chromatography (10% to 100% EtOAc/hexanes) to obtain compound 64 as an orange solid (95 mg, 0.434 mmol, 30% yield). UPLCMS = 1.32 min (2.5 min method). Mass observed (ESI+): 222.4 (M+H).

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

Reference£º
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; CHARI, Ravi, V.J.; (312 pag.)WO2019/133652; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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.

5-Bromobenzothiophene (1.60 g, 7.51 mmol) and dichloromethyl methyl ether (1.29 g, 11.3 mmol) were dissolved in anhydrous 1,2-dichloroethane (75 mL). Titanium tetrachloride (2.14 g, 11.3 mmol) was added, turning the solution dark. After one hour at room temperature, the reaction was poured into a mixture of saturated aqueous NaHCO3 and ice. The mixture was stirred for about 30 minutes and then was extracted with DCM (2¡Á100 mL). The extracts were concentrated and chromatographed (0 to 5% ethyl acetate in hexane) to yield 5-bromo-benzo[b]thiophene-3-carbaldehyde (1.32 g). The 5-bromobenzothiophene-3-carboxaldehyde (1.20 g, 4.98 mmol) and sulfamide (4.0 g, 42 mmol) were combined in anhydrous ethanol (25 mL) and heated to reflux for three days. The reaction was cooled to room temperature and sodium borohydride (0.207 g, 5.47 mmol) was added. After five hours, water (50 ml) was added and the solution was extracted with chloroform (3¡Á50 mL). The extracts were concentrated, suspended in a minimal amount of DCM, and filtered to provide the title compound as a yellow solid.1H NMR (DMSO-d6): delta 8.12 (1H, d, J=1.8 Hz), 7.97 (1H, d, J=8.6), 7.71 (1H, s), 7.52 (1H, dd, J=8.6, 1.9 Hz), 7.12 (1H, t, J=6.3 Hz), 6.72 (2H, s), 4.28 (2H, d, J=6.2 Hz)., 4923-87-9

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

Reference£º
Patent; Smith-Swintosky, Virginia L.; US2007/191460; (2007); A1;,
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Brief introduction of 360576-01-8

As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

360576-01-8, Methyl 6-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

Lithium aluminum hydride (756 mg, 19.9 mmol)Was suspended in tetrahydrofuran (20.0 mL)And the mixture was stirred under ice cooling.Compound 8 (1.79 g, 6.64 mmol) synthesized by the method shown in Example 3-1 was dissolved in tetrahydrofuran (20.0 mL).The resulting solution of Compound 8 was added to a solutionThe solution was slowly added dropwise to a lithium aluminum hydride solution under ice cooling, followed by stirring at room temperature for 3 hours.Saturated sodium sulfate aqueous solution was added excessively,It was dehydrated with sodium sulfate powder.After filtration with a glass filter, the solvent was distilled off under reduced pressure,The residue was subjected to silica gel column chromatography using ethyl acetate / hexane (1/1, volume ratio) as an elution solvent,Compound 9 was obtained in a yield of 1.20 g (yield: 74.7%)., 360576-01-8

As the paragraph descriping shows that 360576-01-8 is playing an increasingly important role.

Reference£º
Patent; KYOTO UNIVERSITY; NIHON MEDI-PHYSICS COMPANY LIMITED; SAJI, HIDEO; ONO, MASAHIRO; IHARA, MASAFUMI; SEKI, IKUYA; (27 pag.)JP2015/89879; (2015); A;,
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Downstream synthetic route of 360575-29-7

The synthetic route of 360575-29-7 has been constantly updated, and we look forward to future research findings.

360575-29-7, Methyl 4-bromobenzo[b]thiophene-2-carboxylate is a benzothiophene compound, ?involved in a variety of chemical synthesis. Rlated chemical reaction is continuously updated

12151] A mixture of 750 ng of methyl 4-bromobenzo[b] thiophene-2-carboxylate, 438mg of phenyl boronic acid, 610 mg of lithium chloride, 528mg of sodium carbonate, 160mg of tetrakis(triphenylphosphine)palladium (0), 30 ml of 1,4- dioxane, and 15 ml of water was stirred for 4 hours at 1000 C. under nitrogen atmosphere. After being cooled to room temperature, the reaction mixture was concentrated under reduced pressure. Chloroform and water were added to the residues, and insoluble matter was separated by filtration. The aqueous layer was extracted twice by using chloroform, and the collected organic layer 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 477mg of methyl 4-phenylbenzo[b]thiophene-2-carboxylate (hereinafier, described as a ?compound 34 of the present invention?).12152] Compound 34 of the Present Inventionj2153] ?H-NMR (CDC13) oe: 8.17-8.16 (m, 1H), 7.87-7.85 (m, 1H), 7.57-7.48 (m, 5H), 7.47-7.42 (m, 1H), 7.41-7.39 (m, 1H), 3.93 (s, 3H)., 360575-29-7

The synthetic route of 360575-29-7 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; US2015/282482; (2015); A1;,
Benzothiophene – Wikipedia
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New learning discoveries about 4923-87-9

4923-87-9, 4923-87-9 5-Bromobenzothiophene 2776578, 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.4923-87-9,5-Bromobenzothiophene,as a common compound, the synthetic route is as follows.

General procedure: To a 10 mL round-bottom flask were added Cat.III (3.2 mg, 0.005 mmol, 2 mol %), Ag2O (116 mg, 0.5 mmol, 2 equiv), benzoquinone (14 mg, 0.125 mmol, 0.5 equiv), Cs(tfa) (64 mg, 0.25 mmol, 1 equiv.), benzothiophene/benzofurans (0.25 mmol, 1 equiv), aryl MIDA boronate ( 0.375 mmol, 1.5 equiv), and 15% H2O and 2% CF3SO3H of TFA (1 mL). The reaction mixture was stirred at 30-50 C for 20 h. The suspension was cooled to room temperature and extracted with dichloromethane (3 ¡Á 10 mL). The combined organic layers were washed with 20% aqueous NaHCO3 solution (40 mL). After evaporation of the solvent the crude product was purified by chromatography on silica gel to give the desired product.

4923-87-9, 4923-87-9 5-Bromobenzothiophene 2776578, abenzothiophene compound, is more and more widely used in various fields.

Reference£º
Article; Wang, Zhiwei; Li, Yabo; Yan, Beiqi; Huang, Mengmeng; Wu, Yangjie; Synlett; vol. 26; 4; (2015); p. 531 – 536;,
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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.

Compound 60 (29 mg, 0.118 mmol) and compound 61 (37 mg, 0.177 mmol) were dissolved in DMF (1.18 mL). EDC (34 mg, 0.177 mmol) was added to the reaction mixture, followed by DMAP (14 mg, 0.118 mmol). The reaction was stirred at rt for 2 h. The solution was diluted with water and EtOAc and the layers were separated. The organic layer was washed with sat’d NH4Cl, water (3x), dried over Na2S04, filtered and concentrated. The crude residue was purified by RPHPLC (Cl 8 column, ACN/H20) to obtain compound 62 as a solid (10 mg, 0.023 mmol, 20% yield). UPLCMS = 1.69 min (2.5 min method). Mass observed (ESI+): 436.3 (M+H)., 20699-85-8

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

Reference£º
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; CHARI, Ravi, V.J.; (312 pag.)WO2019/133652; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Brief introduction of 1423-61-6

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.

A Grignard reagent was prepared using 7-bromobenzo-[b] thiophene (1.0 g), magnesium (0.13g), a catalytic amount of iodine and tetrahydrofuran (3 mL) according to the general method. To the Grignard reagent solution was added a solution of 4-methylbenzaldehyde (0.62 g) in tetrahydrofuran (5 mL) at 0C under an argon atmosphere. The reaction mixture was stirred at room temperature overnight and a saturated ammonium chloride aqueous solution was added to the mixture. The mixture was extracted with diethyl ether, and the organic layer was washed with brine and dried over anhydrous magnesium sulfate. The solvent was removed under reduced pressure, and the residue was purified by column chromatography on aminopropylated silica gel (eluent: tetrahydrofuran). Further purification by column chromatography on silica gel (eluent; n-hexane/ethyl acetate = 6/1) gave the title compound (0.68 g) as yellow oil. 1H-NMR (CDCl3) delta ppm: 2.32 (3H, s), 2.38 (1H, d, J=3.6Hz), 6.11 (1H, d, J=3.4Hz), 7.10-7.20 (2H, m), 7.30-7.45 (5H, m), 7.45-7.50 (1H, m), 7.70-7.80 (1H, m)

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

Reference£º
Patent; Kissei Pharmaceutical Co., Ltd.; EP1724277; (2006); 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, 320 mg of acetic anhydride, 623 mgof diisopropylethylamine, and 10 ml of dichloromethane was stirred for 4 hours at room temperature. The reaction mixturewas washed with an aqueous saturated sodium hydrogen carbonate solution and saturated saline, dried over magnesiumsulfate, and concentrated under reduced pressure. The residues were subjected to silica gel column chromatography,thereby obtaining 449 mg of methyl 5-(acetylamino)benzo[b]thiophene-2-carboxylate., 20699-85-8

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

 

Brief introduction of 20699-85-8

Big data 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

General procedure: Compound 5 A (100 mg, 0.241 mmol) and amine 12 (43.7 mg, 0.289 mmol) were dissolved in DMF (1.61 mL). EDC (69.2 mg, 0.361 mmol) was added to the solution at rt, followed by DMAP (14.70 mg, 0.120 mmol) and was stirred overnight. Water was added to the reaction mixture to precipitate the product. The resulting slurry was stirred for 15 min. The solution was filtered and the solid was dried under vacuum/N2 for 2 h to obtain compound 13 as an off white solid (127 mg, 0.231 mmol, 96% yield). LCMS = 6.408 min (8 min method). Mass observed (ESI+): 549.15 (M+H). 1H NMR (400 MHz, DMSO-76): d 1.31 (s, 6H), 1.46 (s, 9H), 2.45 (s, 3H), 3.48 (d, 7 = 6.3 Hz, 2H), 3.83 (s, 3H), 6.97 (s, 2H), 7.72 – 7.79 (m, 1H), 7.92 (d, 7 = 8.8 Hz, 1H), 8.11 (d, 7 = 3.7 Hz, 1H), 8.31 – 8.41 (m, 2H), 8.70 (t, 7 = 6.3 Hz, 1H), 9.14 (s, 1H), 9.94 (s, 1H)., 20699-85-8

Big data shows that 20699-85-8 is playing an increasingly important role.

Reference£º
Patent; IMMUNOGEN, INC.; MILLER, Michael, Louis; SHIZUKA, Manami; CHARI, Ravi, V.J.; (312 pag.)WO2019/133652; (2019); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

Downstream synthetic route of 89673-36-9

The synthetic route of 89673-36-9 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.89673-36-9,tert-Butyl benzo[b]thiophen-2-ylcarbamate,as a common compound, the synthetic route is as follows.

89673-36-9, Example 236; A solution of compound 235 (0.250 g, 1.00 mmol) was stirred in 4 M HCl solution in 1,4-dioxane (3 mL) at room temperature for 2 hrs at which time thin layer chromatography (DCM/Hexanes) indicated the reaction was complete. The reaction mixture was cooled to room temperature and concentrated under vacuum. The residue was diluted with acetonitrile, sonicated, and concentrated to afford compound 236 as a grey solid 0.24 g (91%). HPLC-MS tR=1.5 Min (UV254nm). Mass calculated for formula C8H7NS, M+ 149.21, observed LC/MS m/z 150.40 (M+H).

The synthetic route of 89673-36-9 has been constantly updated, and we look forward to future research findings.

Reference£º
Patent; Schering Corporation; US2007/117804; (2007); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem