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