Pyridine → HCID 22346411, compound

Participants

Reaction Conditions

Reaction Steps

To a stirring suspension of the compound of Step 2 (25 g, 77 mmol) in dry dichoromethane (150 ml) under argon was added pyridine (31 ml, 385 mmol). The suspension was then cooled to 0° C. and Tf2O (32.6 g, 19.4 ml, 116 mmol) was added dropwise which caused the formation of a red color. The ice bath was then removed and after 1 hour the red solution was poured into a saturated aqueous solution of NaHCO3 (200 ml). The organic phase was separated and the aqueous phase was extracted three times with chloroform. The combined organics were dried over sodium sulfate, filtered and concentrated to give a green solid.

Provenance & Evidence