Introduction of a new synthetic route about 15944-34-0

With the rapid development of chemical substances, we look forward to future research findings about 15944-34-0

7-Chloro-1,8-naphthyridin-2-ol, cas is 15944-34-0, it is a common heterocyclic compound, the naphthyridine compound, its synthesis route is as follows.

A solution of 7-chloro-l,8-narhohthyridin-2(lH)-one rJ.Org.Chem. 1990, 55, 4744-4750] in dry DMF (20 mL) (540 mg, 3.0 mmol) at O0C was treated with sodium hydride (144 mg, 60% in mineral oil, -3.6 mmol). The reaction mixture was allowed to warm to room temperature and stirred for 1 hour. The reaction was cooled using an ice bath. A solution of 2-{4-[(tert- butyoxycarbonyl)amino]piperidin-lyl} ethyl methanesulfonate in DMF (Intermediate 2), 0.33 mmol/ mL, 10 mL, ~3.3 mmol) was then added over 1 hour. The reaction was allowed to warm to room temperature and stirred overnight. It was diluted with water and extracted with dichloromethane (3 X 50 mL). The combined organic layers were washed with saturated sodium chloride solution (3 X 10 mL), dried over sodium sulfate and evaporated. Chromatography on silica gel using methanol in dichloromethane (0-15%) gave the title compound as a brown foam (711 mg, 58%). MS (ESV 407 (MH)+ for C20H27ClN4O31H NMR (CDClO delta ppm 1.42 (s, HH); 1.84-1.99 (m, 2H); 2.12-2.22 (m, IH); 2.22-2.37 (m, 2H); 2.66-2.80 (m, 2H); 3.03-3.19 (m, IH); 3.39-3.55 (m, IH); 4.34-4.48 (m, IH); 4.62 (t, 2H); 6.72 (d, IH); 7.15 (d, IH); 7.61 (d, IH); 7.78 (d, IH).

With the rapid development of chemical substances, we look forward to future research findings about 15944-34-0

Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2008/71964; (2008); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem