Cesium carbonate → HCID 58237931, compound

Participants

Reaction Steps

A mixture of (S)-1-((S)-1-(4-bromophenyl)ethyl)-4-(2-hydroxyethyl)-4-phenyl piperidin-2-one (25 mg, 0.062 mmol), 4-fluorophenylboronic acid (15 mg, 0.093 mmol), Pd(Ph3P)2Cl2 (5 mg), and aqueous Cs2CO3 (0.1 mL, 2M) in 1,4-dioxane (2 mL) was stirred and heated at reflux for 2 hours. The organic phase was separated, and concentrated to give the crude product, which was purified by preparative TLC to give (S)-1-((S)-1-(4′-fluorobiphenyl-4-yl)ethyl)-4-(2-hydroxyethyl)-4-phenylpiperidin-2-one (3.0 mg, 12%). LC-MS Method 2, tR=2.167 min, m/z=440.1. 1H NMR (CDCl3): δ 1.18 (d, 3H), 1.86 (m, 2H), 2.06 (m, 2H), 2.54 (m, 2H), 2.64 (m, 1H), 3.10 (dd, 1H), 3.31 (m, 1H), 3.46 (m, 1H), 6.04 (q, 1H), 7.02 (m, 2H), 7.20 (m, 4H), 7.32 (m, 2H), 7.46 (m, 4H).

Provenance & Evidence