Toluene → 5-Bromo-2-(3-(piperidin-4-ylidenemethyl)phenoxy)pyridine trifluoroacetate

Participants

Reaction Steps

tert-Butyl 4-(3-(5-bromopyridin-2-yloxy)benzylidene)piperidine-1-carboxylate (1.36 g, 3.05 mmol) from Step 4 was dissolved in CH2Cl2 (15 mL) and treated with trifluoroacetic acid (6 mL). After 2 h, toluene was added and the reaction was concentrated in vacuo. After evaporating again from toluene, the residue was dried in vacuo to afford the title compound (2.08 g, quantitative yield based on 3 eq trifluoroacetic acid) as an orange oil. This material was dissolved in acetonitrile (0.33 mmol/mL) and used in the next step.

Provenance & Evidence