With the rapid development and complex challenges of chemical substances, new drug synthesis pathways are usually the most effective.15944-34-0,7-Chloro-1,8-naphthyridin-2-ol,as a common compound, the synthetic route is as follows.,15944-34-0
Intermediate 139: fert-Butyl ll-[2-f7-chloro-2-oxo-1.8-naphthyridin-l(2H)- yl)ethyl]piperidin-4-yl)carbamateA solution of 7-chloro-l,8-narhohthyridin-2(lH)-one FJ. Ore. 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-[(fert-butoxycarbonyl)amino]piperidin-lyl} ethyl methanesulfonate in DMF (Intermediate 6), 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. The reaction mixture 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 TES): 407 (MH)+ for C20H27ClN4O3 1H NMR rCDChU 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).
The synthetic route of 15944-34-0 has been constantly updated, and we look forward to future research findings.
Reference£º
Patent; ASTRAZENECA AB; ASTRAZENECA UK LIMITED; WO2006/134378; (2006); A1;,
1,8-Naphthyridine – Wikipedia
1,8-Naphthyridine | C8H6N2 – PubChem