Nitric Acid → HCID 86760861, compound

Participants

Reaction Steps

To a solution of 4-(4-hydroxy-phenoxy)-pyridine-2-carboxylic acid (4-pyrrolidin-1-yl-butyl)-amide (Step C, 2.0 g, 5.6 mmol) in HOAc (32 mL) at RT was added 70% HNO3 (0.56 g, 6.2 mmol). The reaction was stirred at RT for 18 h. An additional amount of 70% HNO3 (0.56 g, 6.2 mmol) was added dropwise over 10 min, and the reaction was stirred for 2 h, after which it was slowly added to saturated aqueous NaHCO3 and extracted with CH2Cl2. The organic layer was washed with NaHCO3 and brine, dried over Na2SO4, filtered, and concentrated in vacuo. The crude residue was purified by silica gel chromatography to yield the title compound. MS (MH+)=401.2; Calc'd 400.44 for C20H24N4O5.

Provenance & Evidence