Hydrochloric Acid → (Z)-3-Aminomethyl-6-(2-cyclohexylvinyl)-pyridine

Participants

Reaction Conditions

Reaction Steps

Add (Z)-3-(tert-butoxycarbonylamino-methyl)-6-(2-cyclohexylvinyl)-pyridine (0.42 g, 1.33 mmol) to methanol (20 mL) and cool to 0° C. Bubble hydrogen chloride into the solution until saturated, and allow the mixture to warm to room temperature. Concentrate the mixture in vacuo and partition the residue between 3N aqueous NaOH (30 mL) and DCM (30 mL). Separate the layers and extract the aqueous phase with DCM (3×30 mL). Wash the combined organic extracts with brine (30 mL), dry over Na2SO4, filter, and concentrate in vacuo to obtain the title compound as a colorless oil (0.89 g, 80%). MS (APCI+) m/z: 217 (M+H)+.

Provenance & Evidence