Cesium carbonate → Tert-butyl 4-(2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-ylamino)piperidine-1-carboxylate

Participants

Reaction Conditions

Reaction Steps

2-([1,2,4]triazolo[4,3-a]pyridin-3-yl)quinolin-8-yl trifluoromethanesulfonate (0.100 g, 0.25 mmol), tert-butyl 4-aminopiperidine-1-carboxylate (0.102 g, 0.51 mmol), Pd2 dba3 (0.023 g, 0.025 mmol), BINAP (0.032 g, 0.05 mmol) and cesium carbonate (0.124 g, 0.38 mmol) were combined in a capped vial and stirred at 100° C. for 16 hours. The cooled mixture was filtered through GF paper and the filtrate partitioned between saturated NaHCO3 and EtOAc. The aqueous phase was extracted with EtOAc and the combined organic phases were washed with brine, dried over Na2SO4, filtered and concentrated under reduced pressure. The residue was purified by flash column chromatography (CH2Cl2 followed by 1% MeOH/CH2Cl2) to provide 0.107 g (95%) of desired product as an orange foam.

Provenance & Evidence