Category: 20699-85-8

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)-i-methyl-iff-pyrrole-2-carboxylic acid (500 mg, 2.10 mmol) in L/V- d i m e t h y 1 f 0 r m a m i d e (10 mL) was charged with i-(3- dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (725 mg, 3.80 mmol) and 4- (dimethylamino)pyridine (577 mg, 4.70 mmol). The reaction mixture was stirred at room temperature for 2 h. Methyl 5-aminobenzo[b]thiophene-2-carboxylate (392 mg, 1.90 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 an aqueous solution of citric acid (1 M, 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 (610 mg, 75%) as a beige solid. MS (ES+): m/z = 430 (M+H)+; LCMS (Method A): tR = 7.90 min., 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; THURSTON, David Edwin; JACKSON, Paul Joseph Mark; (294 pag.)WO2020/49286; (2020); 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 mixture of compound 4 (100 mg, 0.237 mmol) and compound 78 (132 mg, 0.355 mmol) indichloromethane (2.3 mL) was added 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide (71.6 mg,0.355 mmol) and 4-dimethylaminopyridine (14.45 mg, 0.118 mmol) at room temperature. Afterstirring for 2 h, the mixture was extracted with dichloromethane and water. The organic layer wasdried over magnesium sulfate, filtered, and concentrated. The crude material was purified by silicagel chromatography (dichloromethane/methanol), followed by RP-HPLC (C18 Kromasil,acetonitrile/water) to yield compound 18 (50 mg, 33% 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

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 above Benzothiophene amine (104 mg, 0.5 mmol) in 5 mL of anhydrous DCM was added phenylacetic acid chloride (0.13 mL, 1.0 mmol) and DIEA (di-isopropyl ethylamine, 0.18 mL, 2.0 mmol) at room temperature under N2. The resulting mixture was stirred overnight. After work-up, the residue was purified on column (Hexanes:DCM : EtOAc = 3:1 :1 ) to afford compound 5-Phenylacetylamino- benzo[b]thiophene-2-carboxylic acid methyl ester. Yield: 71 %. LCMS m/z: 326 ([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)benzoic acid (26) (40 mg, 0.061 mmol) in anhydrous dichloromethane (i mL) was charged with N- [(dimethylamino)- 1H-1,2,3-triazolo- [4,5-b]- pyridin-i-ylmethylene]-N-methylmethanaminium hexafluorophosphate N-oxide (25 mg, 0.064 mmol) and anhydrous triethylamine (36 pL, 0.26 mmol). The reaction mixture was stirred at room temperature for 30 mm. Methyl 5-aminobenzo[b]-thiophene-2-carboxylate (13 mg, 0.063 mmol) was then added and the resulting mixture was stirred at room temperature for 16 h. The reaction mixture was quenched with a saturated aqueous solution of sodium hydrogen carbonate (20 mL) and extracted with dichloromethane (2 x 50 mL). The combined organic extracts were washed with water containing a few drops of acetic acid (30 mL). The organic layer wasthen dried over sodium sulfate, filtered and concentrated in vacuo. The resulting residue was then purified by column chromatography (silica), eluting with methanol dichloromethane (from 0% to 10%), to give the title compound mg, 45%) as a brown oil.MS (ES+): m/z = 841 (M+H) LCMS (Method A): tR = 8.i 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

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.

12252] A mixture of 150mg of methyl 5-aminobenzo[b] thiophene-2-carboxylate, 170 mg of chioroacetyl chloride, 304 mg of triethylamine, and 10 ml of tetrahydroffiran was stirred for 24 hours at room temperature. Tert-butyl methyl ether was added to the reaction mixture, and the residue was washed with water, 1 M hydrochloric acid, an aqueous saturated sodium hydrogen carbonate solution, and saturated saline, dried over magnesium sulfate, and concentrated under reduced pressure. The residues were subjected to silica gel column chromatography, thereby obtaining 160mg ofmethyl 5 -chloroacetylaminobenzo [b]thiophene-2-carboxylate(hereinafier, described as a ?compound 72 of the presentinvention?).12253] Compound 72 of the Present InventionCl -S 0-12254] ?H-NMR (CDC13) oe: 8.36 (br s, 1H), 8.27 (s, 1H),8.03 (s, 1H), 7.85-7.83 (m, 1H), 7.52-7.50 (m, 1H), 4.24 (s,2H), 3.95 (s, 3H).

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; US2015/282482; (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 3-chloro-2-methylbenzenesulphonyl chloride (46 mg, 0.20 mmol) in dichloromethane (2 mL) was added pyridine (40 muL, 0.48 mmol) and the mixture was stirred under N2 for 5 min, after which time 5-amino-benzo [b] thiophene-2-carboxylic acid methyl ester (40 mg, 0.19 mmol) was added. The resulting mixture was stirred for 2 h at room temperature, then saturated NaHCO3 solution (6 mL) was added and the mixture was extracted into ethyl acetate (12 mL). The organic phase was washed with brine, dried (Na2SO4), filtered and evaporated to give a residue that was purified using flash chromatography to afford a pale yellow solid (65 mg, 85%), single spot at Rf 0.52 (2: 1 hexane: ethyl acetate). mp 173.6-174. 2C, HPLC purity 99% (tR 2.13 min in 10% water- acetonitrile).’H NMR (CDCI3) : 5 7.91 (1H, s), 7.88 (1H, d, J=7.9 Hz), 7.70 (1H, d, J=8.7 Hz), 7.55-7. 52 (2H, m), 7.18 (1H, t, J=8.0 Hz), 7.12 (1H, dd, J=8.7, 2.2 Hz), 6.98 (1H, s, N-H), 3.92 (3H, s), 2.73 (3H, s). LCMS: 394.12 (M-). FAB-MS (MH+, C17H14CINO4S2) calcd 395.0053, found 395.0045., 20699-85-8

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

Reference£º
Patent; STERIX LIMITED; WO2005/42513; (2005); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem