Ethyl Acetate → HCID 86707405, compound

Participants

Reaction Steps

A solution of tert-butyl (3S)-1-(1-(3-(7-bromo quinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2,2,2-trifluoroethyl)pyrrolidin-3-ylcarbamate (Example 2, Step A; 0.25 g, 0.42 mmol), Pd(OAc)2 (0.0048 g, 0.021 mmol), P(Cy)3 (0.013 g, 0.047 mmol), and cyclopropylboronic acid (0.073 g, 0.85 mmol) in toluene (4 mL) and water (0.4 mL) was stirred at 100° C. for 6 hours. After cooling to ambient temperature, ethyl acetate (20 mL) and water (5 mL) were added. The organic layer was separated, washed with brine, dried (sodium sulfate), filtered and concentrated under reduced pressure. The residue was purified by flash chromatography on silica gel (ethyl acetate) to give tert-butyl (3S)-1-(1-(3-(7-cyclopropylquinolin-2-yl)-[1,2,4]triazolo[4,3-a]pyridin-6-yl)-2,2,2-trifluoroethyl)pyrrolidin-3-ylcarbamate (0.224 g, 95.9%) as a solid.

Provenance & Evidence