4-Iodophenol → HCID 24829683, compound

Participants

Reaction Steps

To a stirred solution of Example 38 (0.10 g, 0.35 mmol) and 4-iodophenol (0.11 g, 0.52 mmol) in diisopropylamine (7 mL) at 60° C. was added Pd(PPh3)2Cl2 (0.02 g, 0.03 mmol) followed by CuI (0.01 g, 0.05 mmol). After stirring for 50 minutes, the reaction mixture was concentrated in vacuo and the resulting residue was diluted with EtOAc (25 mL). The organics were then washed with sat. aqueous NaHCO3 (10 mL), dried (MgSO4), filtered and concentrated in vacuo. Purification by column chromatography (SiO2, 3:1 EtOAc/hexanes) gave the title compound (0.11 g, 85%) as an off-white powder. δH (DMSO-d6) 9.89 (1H, br. s), 7.31 (2H, d, J 8.2 Hz), 6.79 (2H, d, J 8.2 Hz), 3.78 (4H, m), 3.68 (4H, m), 2.67 (2H, s), 2.35 (2H, s), 1.06 (6H, s). LCMS (ES−) 380.4 (M−H)−.

Provenance & Evidence