Triethylamine → HCID 24752922, compound

Participants

Reaction Conditions

Reaction Steps

Hydroxylamine hydrochloride (94.0 mg, 1.350 mmol) was added to a stirred solution of 4e (72.0 mg, 0.135 mmol) and triethylamine (10.0 μL, 0.0730 mmol) in EtOH/water (900 μL of a 2:1 mixture, respectively) at rt, and the resulting mixture was heated at 80° C. for approximately 14 h. After cooling to rt, the reaction mixture was poured into saturated aqueous sodium bicarbonate and extracted three times with EtOAc. The combined organic extracts were washed with water and brine, dried (sodium sulfate) and concentrated in vacuo. The crude residue was purified by preparative reversed phase HPLC on YMC Pack Pro C18 stationary phase (CH3CN/H2O as eluent, 0.05% TFA as modifier), followed by lyophilization of the purified fractions to afford the title compound 4f. m/z (ES) 455 (MH)+.

Provenance & Evidence