Category: 20699-85-8

Application of 20699-85-8, The reaction rate of a catalyzed reaction is faster than the reaction rate of the uncatalyzed reaction at the same temperature.20699-85-8, Name is Methyl 5-aminobenzo[b]thiophene-2-carboxylate, molecular formula is C10H9NO2S. In a Patent£¬once mentioned of 20699-85-8

INHIBITORS OF HISTONE DEACETYLASE

The invention relates to the inhibition of histone deacetylase. The invention provides compounds and methods for inhibiting histone deacetylase enzymatic activity. The invention also provides compositions and methods for treating cell proliferative diseases and conditions

We¡¯ll also look at important developments in the pharmaceutical industry because understanding organic chemistry is important in understanding health, medicine, the role of 20699-85-8, and how the biochemistry of the body works.Application of 20699-85-8

Reference£º
Benzothiophene – Wikipedia,
Benzothiophene | C8H6S – PubChem

 

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 168 (1.259 g, 5.31 mmol) and compound 61 (1.00 g, 4.83 mmol) were dissolved in DMF (6.0 mL). EDC?HC1 (1.11 g, 0.476 mmol) and DMAP (0.295 g, 2.41 mmol) were added. The reaction mixture was allowed to stir at ft under Ar overnight. After stirring overnight, DI water (25 mL) was added to the reaction mixture to precipitate the product. The slurry was stirred at ft for 5 mm and was then filtered. The resulting solids were placed on high vacuum to dryness to give crude 169, which was used directly in the next step (2.058 g, 5.31 mmol, 100% yield). UPLCMS (2.5 mm method) = 1.84 mm. Mass observed (ESI): 427.2 (M+H)., 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

 

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 300 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 316 g of 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride, 275 mg of benzoic acid, 18 mg of N,N-dimethyl-4-aminopyridine, and 10 ml of tetrahydrofuranwas stirred for 24 hours at room temperature. The reaction mixture was concentrated under reducedpressure, and tert-butyl methyl ether was added to the residues. The organic layer was washed with 1 M aqueoushydrochloric acid solution, 1 M aqueous sodium hydrogen carbonate solution, and saturated saline, dried over magnesiumsulfate, and concentrated under reduced pressure, thereby obtaining 318 mg of methyl 5-(benzoylamino)benzo[b]thiophene-2-carboxylate., 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; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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.

To a solution of compound IV of Scheme IV (500 mg, 2.42 mmol) in CH2CI2 (35 mL) was added slowly bromo-acetyl chloride (320 muL, 2.045 mmol) in CH2CI2 (15 mL) at rt. Then, DIEA (422 muL, 2.42 mmol) was added dropwise. The reaction mixture was left to stir at rt for 3 hours. Water was added, and the reaction mixture was extracted with CH2CI2, dried and solvent evaporated in vacuo to yield 5-(2-Bromo-acetylamino)- benzo[b]thiophene-2-carboxylic acid methyl ester (XIV) quantitatively.

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; S*BIO PTE LTD; WO2006/101454; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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

Production Example 4012240] A mixture of 300 mg of methyl 5-aminobenzo[b] thiophene-2-carboxylate, 310 g of 1 -ethyl-3-(3-dimethylami- nopropyl)carbodiimide hydrochloride, 294 mg of benzoic acid, 18.4 mg of N,N-dimethyl-4-aminopyridine, and 20 ml of tetrahydrofuran was stirred for 24 hours at room temperature. The reaction mixture was concentrated under reduced pressure, and tert-butyl methyl ether was added to the residues. The organic layer was washed with a 1 M aqueous hydrochloric acid solution, a 1 M aqueous sodium hydrogen carbonate solution, and saturated saline, dried over magnesium sulfate, and concentrated under reduced pressure, thereby obtaining 318 mg of methyl 5-benzoylaminobenzo [b]thiophene-2-carboxylate (hereinafier, described as a ?compound 68 of the present invention?). 12241] Compound 68 of the Present Invention12242] ?H-NMR (CDC13) oe: 8.40 (br s, 1H), 8.05 (s, 1H),7.91-7.90 (m, 3H), 7.86-7.84 (m, 1H), 7.58-7.53 (m, 4H),3.96 (s, 3H).

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

 

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 3 (255 mg, 1.062 mmol) and compound 4 (200 mg, 0.965 mmol) were dissolved in DMF (3.22 mL). EDC (222 mg, 1.158 mmol) was added to the reaction mixture, followed by DMAP (118 mg, 0.965 mmol) and the reaction was stirred at rt overnight. The reaction mixture was diluted with EtOAc and was washed with sat’d NH4Cl, brine, dried over Na2S04, filtered and concentrated. The crude product was purified by silica gel chromatography (0% to 40% EtOAc/hexanes) to obtain compound 5 as an orange-white solid (300 mg, 0.699 mmol, 72% yield). LCMS = 6.014 min (8 min method). Mass observed (ESI+): 430.05 (M+H). 1H NMR (400 MHz, DMSO-i): d 1.46 (s, 9H), 3.83 (s, 3H), 3.89 (s, 3H), 6.97 (d, J = 8.8 Hz, 2H), 7.79 (d, J = 9.0 Hz, 1H), 7.97 (d, J = 8.9 Hz, 1H), 8.18 (s, 1H), 8.49 (s, 1H), 9.14 (s, 1H), 9.98 (s, 1H)., 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

 

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 mixture of methyl 5-amino-l-benzothiophene-2-carboxylate (100 rug, 0.480 mmol), acid chloride (83 muL, 0.63 mmol) and NMM (64 muL, 0.58 mmol) was stirred in 2: 1 THF/CH2C12 for 12 hours at room temperature. The reaction mixture was partitioned between CH2Cl2 and sat’d NaHCO3, the organic layer was washed with sat’d NaCl, dried (Na2SO4), concentrated and finally triturated with diethyl ether to provide an off-white solid of the desired amide intermediate. The residue was then dissolved in 2:1 THF/water (3 mL), treated with LiOH (68 mg, 1.62 mmol). After stirring for 12 h at room temperature, the reaction mixture was partitioned between CH2Cl2 and 2M citric acid, the organic layer was washed with sat’d NaCl, dried (Na2SO4) and concentrated to a white solid and afforded 53 mg (42% yield, without purification) of the desired acid intermediate. The residue was dissolved in DMF (2 mL) and treated with EDC (49 mg, 0.26 mmol), HOBt (35 mg, 0.26 mmol) and 1,2-phenylenediamine (46 mg, 0.43 mmol). After stirring for 12 EPO h, the reaction mixture was partitioned between EtOAc and sat’d NaHCO3, the organic layer was dried (Na2SO4), concentrated and finally triturated with diethyl ether to provide the desired product: 1H NMR (600 MHz, DMSO-J5) delta 10.34 (s, 1 H), 9.85 (s, 1 H), 8.33 (s, 1 H), 8.21 (s, 1 H), 7.93 (d, J = 8.4 Hz, 1 H), 7.53 (d, J = 9.0 Hz, 1 H), 7.32 (m, 4 H), 7.23 {I, J = 1.2 Hz, 1 H), 7.13 (d, J = 7.8 Hz, 1 H), 6.94 (t, J = 7.8 Hz, 1 H), 6.75 (d, / = 7.8, Hz, 1 H), 6.57 (t, J = 7.8, Hz, 1 H), 4.95 (s, 2 H), 3.66 (s, 2 H); MS: cal’d 402 (MH+), exp 402 (MH+).

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

Reference£º
Patent; MERCK & CO., INC.; ATON PHARMA, INC.; WO2006/115845; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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

To a solution of compound IV (194 mg, 0.9 mmol) in 10 ml_ of MeOH was addedBenzyloxy acetaldehyde (0.086 ml_, 0.6 mmol) at room temperature. The resulting mixture was stirred overnight. NaCNBH3 (98 mg, 1.562 mmol) and acetic acid (1 ml_) were then added and the resulting mixture was stirred at room temperature for 2 hours. After work-up, the residue was purified on column (Hexanes: EtOAc = 4:1) to afford compound 5-(2-Benzyloxy-ethylamino)-benzo[b]thiophene-2-carboxylic acid methyl ester, 20a-1. Yield: 84%. LCMS m/z: 342 ([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; S*BIO PTE LTD; WO2006/101454; (2006); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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-(4-(((6aS)-5-((allyloxy)carbonyl)-2-methoxy- 12-oxo-6-((tetrahydro-2H- pyran-2-yl)oxy)-5,6,6a,7,8,9,10,12-octahydrobenzo[e]pyriclo[1,2-a] [1,4]diazepin-3- yl)oxy)butanamido)-1-methyl-1H-imidazole-2-carboxylic acid (15) (no mg, 0.17 mmol)in N,N-dimethylformamide (4 mL) was charged with 1-(3-dimethylaminopropyl)-3- ethylcarbodiimide hydrochloride (s? mg, 0.31 mmol) and 4-(dimethylamino)pyridine (7 mg, 0.38 mmol). The reaction mixture was stirred at room temperature for 30 mm. 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 thenpoured into ice-water (40 mL) and extracted with ethyl acetate ( x 100 mL). The combined organic extracts were sequentially washed with 1 M citric acid (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 (o% to 100%), followed by methanol/dichloromethane (from o% to 10%), to give the title compound (so mg, 39%) as a yellow oil.MS m/z (ElMS) = 844.9 (M+H) LCMS (Method A): tR = 8.22 mm., 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; FEMTOGENIX LIMITED; JACKSON, Paul Joseph Mark; THURSTON, David Edwin; RAHMAN, Khondaker Mirazur; (121 pag.)WO2017/32983; (2017); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem

 

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 mixture of 400 mg of methyl 5-aminobenzo[b]thiophene-2-carboxylate, 56 mg of lithium hydroxide monohydrate,5 ml of water, and 15 ml of methanol was stirred for 2 hours at 80C. After being cooled to room temperature, thereaction mixture was concentrated under reduced pressure. Water was added to the residues, and the residue waswashed three times with tert-butyl methyl ether. One (1) M hydrochloric acid was added to the aqueous layer to adjustpH thereof to 5 to 6. The precipitated solids were collected by filtration. The obtained solids were washed with waterand ethyl acetate and then dried under reduced pressure, thereby obtaining 280 mg of 5-aminobenzo[b]thiophene-2-carboxylic acid (hereinafter, described as a “compound 61 of the present invention”) 1H-NMR (DMSO-D6) delta: 7.82 (s, 1H), 7.63 (d, 1H, J = 8.8 Hz), 7.03 (d, 1H, J = 2.2 Hz), 6.86 (dd, 1H, J = 8.8, 2.2 Hz)., 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; Sumitomo Chemical Company Limited; MUKUMOTO, Fujio; TAMAKI, Hiroaki; KUSAKA, Shintaro; IWAKOSHI, Mitsuhiko; EP2926660; (2015); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem