Triethylamine → HCID 178509786, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 4-azido-5-fluoropyridine-3-carbaldehyde (3.66 g, 22.1 mmol) and 2-amino-3-fluorobenzonitrile (3.0 g, 22.05 mmol) in DCM (73 mL) was cooled to 0° C. under an atmosphere of nitrogen. Triethylamine (9.1 mL, 66.0 mmol) was added, followed by dropwise addition of titanium (IV) chloride solution (1 N in DCM, 13.15 mL, 13.15 mmol). The reaction mixture was stirred at 0° C. for 2 hours, then at room temperature overnight. The resultant mixture was concentrated under reduced pressure to afford the title compound as a beige residue (5.19 g, 83% yield). This material was used in the next step without purification. LCMS (Method C): RT=3.49 min, m/z: 257 [M−N2].

Provenance & Evidence