Trifluoroacetic acid → (2s,4r)-4-(3-Fluoro-4-(5-(1-phenylcyclopropyl)-thiazolo[5,4-b]pyridine-2-yl)phenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid salt

Participants

Reaction Steps

To a slurry of (2S,4R)-1-(tert-butoxycarbonyl)-4-(3-fluoro-4-(5-(1-phenyl-cyclopropyl)-thiazolo[5,4-b]pyridine-2-yl)phenyl)pyrrolidine-2-carboxylic acid (0.091 g, 0.16 mmol) in 2 mL DCM was added trifluoroacetic acid (0.13 mL, 1.6 mmol) to give a yellow solution. Upon completion the reaction mixture was concentrated in vacuo and the material was triturated with MTBE to give (2S,4R)-4-(3-fluoro-4-(5-(1-phenylcyclopropyl)-thiazolo[5,4-b]pyridine-2-yl)phenyl)pyrrolidine-2-carboxylic acid trifluoroacetic acid salt. MS (ESI) m/z: Calculated: 459.1; Observed: 459.8 (M++1). 1H NMR (400 MHz, DMSO-d6) δ ppm 8.22-8.36 (m, 2 H), 7.57 (d, J=13.1 Hz, 1 H), 7.27-7.49 (m, 8 H), 7.05 (d, J=8.6 Hz, 1 H), 4.42 (dd, J=10.0, 7.6 Hz, 1 H), 3.59-3.81 (m, 2 H), 3.24-3.34 (m, 1 H), 2.72-2.85 (m, 1 H), 2.06-2.22 (m, 1 H), 1.62-1.74 (m, 2 H), 1.34-1.45 (m, 2 H)

Provenance & Evidence