1-Hydroxybenzotriazole → HCID 18621190, compound

Participants

Reaction Steps

The carboxylic acid from Step K (221 mg, 0.679 mmol), the piperazinone from Step E (390 mg, 0.679 mmol), EDC hydrochloride (156 mg, 0.814 mmol), HOBT (110 mg, 0.814 mmol), and N,N-diisopropylethylamine (0.591 mL, 3.39 mmol) were stirred together in dry, degassed DMF (5 mL) at 25° C. for 16 hours. The reaction was poured onto saturated aqueous sodium bicarbonate and extracted with methylene chloride (3×25 mL). The combined organic layers were washed with brine, dried over sodium sulfate, filtered, and concentrated in vacuo to provide a yellow oil. The crude product was purified by column chromatography (3% methanol/methylene chloride) to provide the title compound as a yellow solid.

Provenance & Evidence