Triethylamine → HCID 178514521, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-azido-5-fluoropyridine-3-carbaldehyde (10.0 g, 60.0 mmol) and 2-chloro-6-fluorophenylamine (8.7 g, 60.0 mmol) in DCM (200 mL) was cooled to 0° C. under an atmosphere of nitrogen. Triethylamine (25 mL, 180 mmol) was added, followed by titanium (IV) chloride solution (1 N in DCM, 36 mL, 36 mmol) dropwise. The reaction mixture was stirred at 0° C. then allowed to reach room temperature overnight. The resultant mixture was concentrated under reduced pressure and the residue was suspended in toluene and filtered through a pad of Celite®. The filtrate was concentrated under reduced pressure to afford the title compound which was used in the next step without purification.

Provenance & Evidence