Trifluoromethanesulfonyl chloride → HCID 10297464, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 2-(4-amino-phenyl)-3-cyclopentyl-N-thiazol-2-yl-propionamide (prepared in Example 3, 158 mg, 0.5 mmol) in pyridine (5 mL) at 25° C. was treated with trifluoromethanesulfonyl chloride (60 μL, 0.57 mmol). The reaction was stirred at 25° C. for 7 h and was then concentrated in vacuo. High pressure liquid chromatography (Chromegasphere SI-60, 10 μM, 60 Å, 25 cm×23 cm ID, 40/60 heptane/ethyl acetate) afforded the 3-cyclopentyl-N-thiazol-2-yl-2-(4-trifluoromethanesulfonylamino-phenyl)-propionamide (93.8 mg, 41.9%) as a tan solid: mp 70-74° C.; EI-HRMS m/e calcd for C18H20F3N3O3S2 (M+) 447.0898, found 447.0894.

Provenance & Evidence