With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.22913-24-2,Methyl benzo[b]thiophene-2-carboxylate,as a common compound, the synthetic route is as follows.
Under N2 atmosphere, an oven-dried 4 mL vial was charged with methyl benzo[b]thiophene-2-carboxylate (27.7 mg, 0.300 mmol, 1.00 equiv), palladium complex 1 (11.4 mg, 15.0 mupiiotaomicron, 5.00 mol%), Ag(bipy)2C104 (16.0 mg, 30.0 mupiiotaomicron, 10.0 mol%), and NFBS (0.189 g, 0.600 mmol, 2.00 equiv). Acetonitrile (0.75 mL, c = 0.40 M) was added and the reaction mixture was stirred in a sealed vial at 4 C for 24 h. Subsequently, triethylamine (30.5 mg, 42.0 mu, 0.300 mmol, 1.00 equiv) was added and the reaction mixture was concentrated in vacuo. The residue was purified by chromatography on silica gel, eluting with hexanes/EtOAc (19: 1 to 4: 1 (v/v) with 1% triethylamine), to afford 115 mg of the title compound as a colorlesssolid (79% yield). [00237] R/= 0.38 (hexanes/EtOAc 7:3 (v/v)). NMR Spectroscopy: 1H NMR (600 MHz, CDC13, 23 C, delta): 7.98-8.00 (m, 4H), 7.83 (d, J = 8.2 Hz, 1H), 7.66-7.70 (m, 2H), 7.53 (t, J = 7.9 Hz, 4H), 7.46 (td, J = 1.6, 1.2 Hz, 1H), 7.30-7.33 (m, 1H), 7.25-7.28 (m, 1H), 3.39 (s, 3H). 13C NMR (125 MHz, CDC13, 23 C, delta): 160.9, 139.8, 138.2, 137.4, 134.6, 134.2, 129.4, 128.9, 128.8, 127.8, 125.4, 124.8, 122.8, 52.3. Mass Spectrometry: HRMS (ESI-TOF) (m/z): calcd for C22H2iN206S3 [M + NH4]+, 505.0556, found, 505.0569., 22913-24-2
The synthetic route of 22913-24-2 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; PRESIDENT AND FELLOWS OF HARVARD COLLEGE; NGAI, Ming-Yu; BOURSALIAN, Gregory, Bagrad; MCNEILL, Eric, Andrew; RITTER, Tobias; WO2015/31725; (2015); A1;,
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