Cesium carbonate → 5-(8-((trans)-3-Fluoropiperidin-4-yloxy)-2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)quinolin-4-yl)oxazole

Participants

Reaction Conditions

Reaction Steps

Preparation of (trans)tert-butyl 3-fluoro-4-(2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)-4-oxazol-5-yl)quinolin-8-yloxy)piperidine-1-carboxylate: To 2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)-4-(oxazol-5-yl)quinolin-8-ol (9 mg, 0.02 mmol) in DMA (2 mL) was added (cis)-tert-butyl 3-fluoro-4-(methylsulfonyloxy)piperidine-1-carboxylate (13 mg, 0.04 mmol) and Cs2CO3 (22 mg, 0.07 mmol). The reaction vial was sealed and heated to 106° C. for 4 hours. The reaction was cooled to ambient temperature and concentrated. The crude residue was purified by flash column chromatography (DCM/MeOH 10:1) providing the desired product (3%).

Provenance & Evidence