Introduction of a new synthetic route about 1309774-03-5

With the rapid development of chemical substances, we look forward to future research findings about 1309774-03-5

7-Bromo-2-chloro-1,5-naphthyridine, cas is 1309774-03-5, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

In a sealed tube, a mixture of 7-bromo-2-chloro-1,5-naphthyridine 4b (2.50 g, 10.3 mmol) and 28% aqueous ammonia solution (60 mL) in dioxane (60 mL) was heated at 140 C for 24 h. Then, the reaction mixture was allowed to cool at room temperature and water was added. The aqueous layer was extracted with ethyl acetate, dried over anhydrous sodium sulfate, filtrated and the solvent was removed under reduced pressure. The crude mixture was purified by column chromatography on silica gel eluting with dichloromethane, then dichloromethane/ethanol 98:2 to give compound 5 as a white solid (1.95 g, 85%); Rf=0.39 (CH2Cl2/EtOH, 96:4); mp: 168-169 C; 1H NMR (400 MHz, [D6]DMSO): delta=8.57 (d, J=2.1 Hz, 1H), 8.05 (d, J=2.1 Hz, 1H), 7.96 (d, J=9.1 Hz, 1H), 6.98 (br s, 2H), 6.04 (d, J=9.1 Hz, 1H); 13C NMR (100 MHz, [D6]DMSO): delta= 159.1, 145.1, 144.2, 138.6, 137.7, 133.8, 119.6, 116.9; MS (ESI) m/z (%): 224.0 (100) [M+H]+, 226.1 (100) [M+H+2]+.

With the rapid development of chemical substances, we look forward to future research findings about 1309774-03-5

Reference£º
Article; Defaux, Julien; Antoine, Maud; Loge, Cedric; Le Borgne, Marc; Schuster, Tilmann; Seipelt, Irene; Aicher, Babette; Teifel, Michael; Guenther, Eckhard; Gerlach, Matthias; Marchand, Pascal; Bioorganic and Medicinal Chemistry Letters; vol. 24; 16; (2014); p. 3748 – 3752;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem