Trifluoroacetic acid → 1-Benzyl-4-((benzothiazol-2-yl)methyl)piperidine

Participants

Reaction Conditions

Reaction Steps

A mixture of 1.2 g of (1-benzyl-piperidin-4-yl)acetic acid.TFA, (from EXAMPLE 163, Step C) and 433 mg of 2-aminothiophenol was treated with 10 mL of polyphosphoric acid. After stirring at 120° C. for 18 h, the syrup was poured onto ice and H2O, maintaining the temperature of the aqueous mixture below 10° C. The resulting dark brown solution was made basic with ammonium hydroxide. The aqueous mixture was extracted with EtOAc (3×). The combined organic extracts were washed with sat'd NaCl and dried over MgSO4. Concentration afforded 962 mg of the title compound as a oil.

Provenance & Evidence