HCID 66715820, compound → HCID 68092163, compound

Participants

Reaction Steps

Following general procedure D, 1-{6-bromo-4-[4-(pyrrolidin-1-ylmethyl)piperidin-1-yl]quinolin-3-yl}ethanone (30 mg, 0.072 mmol) was reacted with 2-chloro-6-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenol (41 mg, 0.150 mmol) to afford the desired product (19.4 mg, 56%) as a yellow-brown solid: 1H NMR (500 MHz, CD3OD) δ 8.81 (s, 1H), 8.26 (d, J=1.8 Hz, 1H), 8.07-7.96 (m, 2H), 7.56-7.48 (m, 1H), 7.44 (dd, J=11.6, 2.2 Hz, 1H), 3.48 (d, J=12.6 Hz, 2H), 3.38-3.33 (m, 4H), 3.23-3.13 (m, 4H), 2.71 (s, 3H), 2.16-2.06 (m, 5H), 2.00 (d, J=11.1 Hz, 2H), 1.78-1.65 (m, 2H); ESI MS m/z 482 [C27H29ClN3O2+H]+; HPLC 98.9% (AUC), tR=10.36 min.

Provenance & Evidence