2,4-Difluorophenylboronic acid → 1-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-7-[(5-isopropyl-2,5-diazabicyclo[2.2.1]hept-2-yl)methyl]-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-one

Participants

Reaction Steps

The 1-(2,6-dichlorophenyl)-5-(2,4-difluorophenyl)-7-[(5-isopropyl-2,5-diazabicyclo[2.2.1]hept-2-yl)methyl]-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-one was prepared from 5-bromo-1-(2,6-dichlorophenyl)-7-[(5-isopropyl-2,5-diazabicyclo[2.2.1]hept-2-yl)methyl]-3-(4-methoxybenzyl)-3,4-dihydroquinazolin-2(1H)-one (EXAMPLE AAA16, STEP C) and 2,4-difluorobenzene boronic acid as described in EXAMPLE AAA16, STEP D. 1H NMR (CDCl3, 500 MHz): δ 1.03 (s, 3H), 1.08 (s, 3H), 1.59 (brs, 2H), 2.40 (m, 2H), 2.56 (brs, 1H), 2.83 (m, 1H), 2.90 (brs, 1H), 3.15 (s, 1H), 3.58 (abq, 3H, J=14.5 Hz), 3.81 (s, 3H), 4.20 (brs, 2H), 4.58 (brs, 2H), 6.23 (s, 1H), 6.85 (m, 3H), 6.91 (m, 2H), 7.14 (q, 1H, J=7.1 Hz), 7.23 (d, 2H, J=8.5 Hz), 7.39 (t, 1H, J=8.0 Hz), 7.54 (d, 2H, J=8.1 Hz). MS (API-ES+): 677 (M+H).

Provenance & Evidence