Hydrochloric Acid → 5-(3-Amino-propyl)-thiophene-2-carboxylic acid tert-butyl ester

Participants

Reaction Steps

To a solution of 5-(3-benzyloxycarbonylamino-prop-1-ynyl)-thiophene-2-carboxylic acid tert-butyl ester prepared of Preparation 7, Step B (1.0 g, 2.69 mmol) in 15 mL MeOH and 2.69 mL 1N HCl (aq) was added Pd(OH)2. The mixture was hydrogenated on a Parr shaker at 45 psi H2 for 16 h. The mixture was filtered through Celite®, the catalyst was replaced, and the reaction was shaken for another 6 h. The mixture was filtered through Celite® and concentrated in vacuo. The residue was chased with CCl4 and was triturated with Et2O. The product was isolated as a solid (360 mg).

Provenance & Evidence