HCID 58574313, compound → HCID 58574547, compound

Participants

Reaction Steps

A solution of 8-((3-fluorophenyl)ethynyl)-2,3,4,5-tetrahydro-[1,4]diazepino[7,1-b]quinazolin-11(1H)-one (100 mg, 0.3 mmol) and tetrahydrofuran-3-yl-benzenesulfonate (137 mg, 0.6 mmol) in acetonitrile (20 mL) was stirred at room temperature overnight. The mixture was diluted with H2O (50 mL) and extracted with ethyl acetate (3×50 mL), the combined organic layers were washed with brine, dried over Na2SO4. After filtration and concentration, the residue was purified by silica gel chromatography to give the desired product. MS (ESI):404 (MH+); 1H NMR (300 MHz, CDCl3) δ 8.25-8.22 (d, J=8.25 Hz, 1H), 7.77 (s, 1H), 7.58-7.55 (dd, J=8.25, 1.38 Hz, 1H), 7.40-7.34 (m, 2H), 7.28-7.26 (m, 1H), 7.13-7.06 (m, 1H), 4.61-4.32 (m, 2H), 4.02-3.95 (m, 1H), 3.90-3.70 (m, 3H), 3.25-3.22 (m, 3H), 2.89-2.74 (m, 4H), 2.09-1.86 (m, 2H). mGluR5 PAM EC50: ++.

Provenance & Evidence