HCID 69654916, compound → HCID 69654494, compound

Participants

Reaction Steps

The oil isolated in step 5 was dissolved in 30 ml of ethanol and hydrogenated for 90 minutes at 50 PSI using 10% Pd/C as the catalyst. The reaction mixture was filtered and evaporated to yield the intermediate 3-(2-amino-6-[1,3]dioxolan-2-yl-5-methoxy-pyridin-3-yl)-propionic acid ethyl ester as a dark oil. Mass Spectrum: m/e=297.1 (p+1). This material was dissolved in 10 ml of toluene and heated to reflux for 4 hours. The solution was cooled to room temperature and evaporated to yield 0.1 g of 7-[1,3]dioxolan-2-yl-6-methoxy-3,4-dihydro-1H-[1,8]naphthyridin-2-one as a dark oil. Mass spectrum: m/e=251 (p+1). 1H NMR (CDCl3) δ 7.10 (s, 1H), 6.10 (s, 1H), 4.30 (m, 2H), 4.10 (m, 2H), 3.90 (s, 3H), 2.90 (m, 2H), 2.75 (m, 2H). This material was used without further purification in step 7.

Provenance & Evidence