Cesium carbonate → (S)-tert-butyl 3-(2-(7-(2-methoxyethoxy)imidazo[1,2-a]pyridin-3-yl)quinolin-8-ylamino)pyrrolidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

A stream of argon was passed through a mixture of 8-bromo-2-(7-(2-methoxyethoxy)-imidazo[1,2-a]pyridin-3-yl)quinoline (0.100 g, 0.2511 mmol), (R)-tert-butyl 3-aminopyrrolidine-1-carboxylate (0.05537 ml, 0.3264 mmol), Cs2CO3 (0.1145 g, 0.3515 mmol), Pd(OAc)2 (0.01127 g, 0.05022 mmol) and rac-BINAP (0.01564 g, 0.02511 mmol) in toluene (1 mL) for 15 minutes. The mixture was heated to 100° C. for 18 hours. The mixture was then allowed to cool to ambient temperature and dichloromethane was added. After stirring 30 minutes, the resulting mixture was filtered and the filtrate was concentrated to yield the title compound as an oil. MS APCI (+) m/z 504.1 (M+1) detected.

Provenance & Evidence