2,6-Difluorophenol → HCID 89783570, compound

Participants

Reaction Conditions

Reaction Steps

Prepared in a manner similar to that described in Example 79 using 2-(2-chloroquinolin-8-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (Example 1; 61 mg, 0.205 mmol) and 2,6-difluorophenol (133 mg, 1.024 mmol, Aldrich) and heating at 120° C. for 5 min in a microwave (Biotage Initiator). Purification by silica gel (100% DCM to 20% MeOH/DCM) provided 2-(2-(2,6-difluorophenoxy)quinolin-8-yl)-6,7-dihydro-1H-pyrrolo[3,2-c]pyridin-4(5H)-one (54% yield). 1H NMR (400 MHz, DMSO-d6) δ ppm 2.51-2.57 (m, 2H) 3.34-3.39 (m, 2H) 6.86 (d, J=2.35 Hz, 1H) 6.91 (br. s., 1H) 7.40-7.47 (m, 2H) 7.48-7.54 (m, 1H) 7.55 (d, J=1.96 Hz, 1H) 7.57 (s, 1H) 7.87 (dd, J=8.02, 0.98 Hz, 1H) 8.11 (dd, J=7.43, 1.17 Hz, 1H) 8.58 (d, J=9.00 Hz, 1H) 10.96 (br. s., 1H). 19F NMR (376 MHz, DMSO-d6) δ ppm −126.54 (2F, s). MS (ESI, pos. ion) m/z: 392.1 (M+1).

Provenance & Evidence