Potassium Carbonate → HCID 22677919, compound

Participants

Reaction Conditions

Reaction Steps

A stirred suspension of 1-t-butoxycarbonyl-4-(aminomethyl)piperidine (16.1 g, 75.0 mmol), pentachloropyridine (20.7 g, 82.5 mmol) and potassium carbonate (20.7 g, 150 mmol) in dimethylformamide (180 mL) is heated at 60° C. for 2 hours. Excess dimethylformamide is removed in vacuo and the residue is taken into water and chloroform. The phases are separated and the aqueous phase is extracted into chloroform (×2). The combined organic extracts are dried (sodium sulfate), filtered and concentrated in vacuo. Filtration through a silica plug eluting with a gradient of 30% diethyl ether-hexane then 60% diethyl ether-hexane provides 1-t-butoxycarbonyl-4-(2,3,5,6-tetrachloropyridin-4-ylaminomethyl)piperidine (18.5 g, 57%).

Provenance & Evidence