Pyridine → HCID 58565337, compound

Participants

Reaction Steps

Activated molecular sieves (8.9 g) 4 Å were placed in an oven dried round bottom flask and cooled to room temperature under nitrogen. Ethyl 6-chloro-1H-indole-2-carboxylate (from AsymChem, 0.500 g, 2.24 mmol), (3-fluorophenyl)boronic acid (0.938 g, 6.71 mmol), copper acetate (0.40 g, 3.3 mmol), methylene chloride (80 mL) was added to the flask, followed by pyridine (0.723 mL, 8.94 mmol). The reaction mixture was stirred at room temperature for 2 days, and then filtered through Celite. The filtrate was concentrated under reduced pressure. The resultant residue was purified by chromatography on silica gel (eluting with 0 to 50% EtOAc in hexane) to give the desired product (0.60 g). LCMS calculated for C17H14ClFNO2(M+H)+: m/z=318.1. Found: 318.1.

Provenance & Evidence