Simple exploration of 351005-12-4

351005-12-4 5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide 288396, 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.351005-12-4,5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide,as a common compound, the synthetic route is as follows.

To a stirred solution 5-bromo-1,3-dihydro-benzo[c]thiophene 2,2-dioxide (160 mg, 0.65 mmol) 67 (Salor, Milwaukee, Wis.) in DMSO (1 mL) was added bis(pinacolato)diboron (178 mg, 0.70 mmol), KOAc (159 mg, 1.6 mmol) and Pd(dppf)Cl2 DCM complex (22 mg, 0.027 mmol). The mixture was degassed with N2 and heated at 85 C. for 2 h then DMSO (2 mL), H2O (0.5 mL), K2CO3 (223 mg, 1.6 mmol) and 4-amino-2-bromo-thieno[3,2-c]pyridine-7-carboxylic acid amide H2SO4 salt 17 (200 mg, 0.54 mmol) were added. The mixture was stirred at 85 C. for a further 12 h then filtered. The residue was washed with DMSO (2 mL) and the filtrate purified by reverse phase preparative HPLC to yield 68 as a white solid. 1H-NMR (400 MHz, d6-DMSO) delta 8.31 (s, 1H), 8.24 (s, 1H), 8.19 (bs, 1H), 7.97-7.92 (m, 3H), 7.85 (d, 1H), 4.78 (s, 2H), 4.71 (s, 2H)., 351005-12-4

351005-12-4 5-Bromo-1,3-dihydrobenzo[c]thiophene 2,2-dioxide 288396, abenzothiophene compound, is more and more widely used in various fields.

Reference:
Patent; Tularik Inc.; US2004/97485; (2004); A1;,
Benzothiophene – Wikipedia
Benzothiophene | C8H6S – PubChem