With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.7689-62-5,2-Chloro-1,5-naphthyridine,as a common compound, the synthetic route is as follows.
2-chloro-l,5-naphthyridine (101 mg, 0.614 mmol), boronate ester XI (195 mg, 0.920 mmol), S-Phos (25.2 mg, 0.061 mmol), K3P04 (391 mg, 1.84 mmol) and PdOAc2 (6.89 mg, 0.031 mmol) were combined in a 5-mL microwave vial in THF (2.5 mL) and water (500 mu?). The reaction mixture was heated at 100 C for 15 min. The reaction mixture was diluted with EtOAc (20 mL), washed with sat. aq. NaHC03 (25 mL) and brine (25 mL), dried over MgS04, filtered, and concentrated in vacuo. The resulting residue was purified by gradient elution on silica gel (10 to 100% EtOAc in hexanes) to afford the title compound as a pale orange solid (118 mg, 90%). ‘H NMR (500 MHz, DMSO): delta 9.02 (dd, J = 4.1, 1.6 Hz, 1 H), 8.48 (d, J = 8.8 Hz, 1 H), 8.48-8.42 (m, 1 H), 8.25 (d, J = 8.7 Hz, 1 H), 7.84-7.79 (m, 2 H), 7.13 (d, J = 16.0 Hz, 1 H), 4.25 (q, J = 7.1 Hz, 2 H), 1.30 (t, J = 7.1 Hz, 3 H) ppm; LRMS m/z (M+H) 229.2 found, 229.1 required.
As the paragraph descriping shows that 7689-62-5 is playing an increasingly important role.
Reference£º
Patent; MERCK SHARP & DOHME CORP.; COX, Christopher, D.; DUDKIN, Vadim; KERN, Jeffrey; LAYTON, Mark, E.; RAHEEM, Izzat, T.; WO2013/28590; (2013); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem