{6-Bromo-4-[4-(pyrrolidin-1-ylmethyl)piperidin-1-yl]quinolin-3-yl}(cyclopropyl)methanone → Cyclopropyl{6-[4-hydroxy-3-(trifluoromethoxy)phenyl]-4-[4-(pyrrolidin-1-ylmethyl]piperidin-1-yl}quinolin-3-yl)methanone

Participants

Reaction Steps

Following general procedure D, {6-bromo-4-[4-(pyrrolidin-1-ylmethyl)piperidin-1-yl]quinolin-3-yl}(cyclopropyl)methanone (30 mg, 0.068 mmol) was reacted with 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethoxy)phenol (36 mg, 0.140 mmol) as a yellow solid: 1H NMR (500 MHz, CD3OD) δ 8.80 (s, 1H), 8.28 (d, J=1.6 Hz, 1H), 8.08-7.98 (m, 2H), 7.64-7.57 (m, 2H), 7.12 (d, J=9.0 Hz, 1H), 3.54 (d, J=12.8 Hz, 2H), 3.22 (t, J=11.5 Hz, 2H), 3.13 (s, 4H), 2.99 (s, 2H), 2.64-2.50 (m, 1H), 2.10-1.92 (m, 7H), 1.74-1.59 (m, 2H), 1.36-1.28 (m, 2H), 1.28-1.19 (m, 2H); ESI MS m/z 540 [C30H32F3N3O3+H]+; HPLC>99% (AUC), tR=11.16 min.

Provenance & Evidence