Resorcinol → HCID 89783750, compound

Participants

Reaction Conditions

Reaction Steps

Prepared according to Example 103 using resorcinol (125.5 mg, 1.140 mmol) and 2-(2-chloroquinolin-8-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (Example 1; 50.0 mg, 0.168 mmol), heating at 90° C. for 18 h. Chromatographic purification (silica gel, 0-10% MeOH/DCM) furnished 2-(2-(3-hydroxyphenoxy)-quinolin-8-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (48.4 mg, 0.130 mmol, 78% yield) as a light-yellow solid: 1H NMR (400 MHz, DMSO-d6) δ ppm 11.20 (1H, br. s.), 9.86 (1H, s), 8.47 (1H, d, J=8.8 Hz), 8.14 (1H, d, J=7.6 Hz), 7.78 (1H, d, J=7.2 Hz), 7.47 (1H, t, J=7.7 Hz), 7.35-7.42 (2H, m), 6.98 (1H, d, J=2.2 Hz), 6.94 (1H, br. s.), 6.83 (1H, m, J=7.8, 1.8 Hz), 6.79 (1H, dd, J=7.9, 1.7 Hz), 6.74 (1H, t, J=2.2 Hz), 3.31-3.37 (2H, m), 2.47-2.49 (2H, obsc. m). m/z (ESI, +ve) 372.0 (M+H)+.

Provenance & Evidence