Pyridine → HCID 59804515, compound

Participants

Reaction Steps

To an ice cooled solution of 1-(2-isopropylphenyl)-1H-indole (117 mg, 0.50 mmol) and pyridine (42.5 μL, 0.0524 mmol) in dichloromethane (anhydrous) (3.0 mL) under a nitrogen atmosphere is added triphosgene (146 mg, 0.50 mmol) and the reaction allowed to stir with warming to ambient temperature for overnight. An aliquot of the reaction solution (600 μL, 0.1 mmol) is removed and added to a solution of triethylamine (28 μL, 0.1 mmol), N,N-dimethylaminopyridine (2.4 mg, 0.2 mmol), and p-toluidine (12 mg, 0.11 mmol) in dichloromethane (anhydrous) (1.0 mL) and stirred at ambient temperature for 14 hours). The reaction mixture was concentrated and the residue purified by RP HPLC to give Example 51. LC/MS (ESI+) 369.5 (M+H)+.

Provenance & Evidence