Hydrochloric Acid → HCID 58574175, compound

Participants

Reaction Steps

A solution of 3′-((3-fluorophenyl)ethynyl)-6′,7′-dihydrospiro[[1,3]dioxolane-2,8′-pyrido[2,1-b]quinazolin]-11′(9′H)-one (0.5 g, 1.3 mmol) and 4N HCl (4 mL) in THF (20 mL) was heated at reflux for 4 h. After it was cooled to room temperature, the reaction mixture was quenched with Na2CO3 solution and extracted with ethyl acetate (3×50 mL). The combined organic layers were dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give the desired product. MS (ESI): 333 (MH+); 1H NMR (300 MHz, CDCl3) δ 8.28-8.25 (d, J=8.19 Hz, 1H), 7.82 (s, 1H), 7.63-7.60 (dd, J=8.22, 1.50 Hz, 1H), 7.39-7.35 (m, 2H), 7.28-7.27 (m, 1H), 7.15-7.09 (m, 1H), 4.28 (s, 2H), 3.34-3.30 (t, 2H), 2.85-2.81 (t, 2H). mGluR5 PAM EC50: +++. Fold shift at 10 μM: +.

Provenance & Evidence