4-Phenylsemicarbazide → HCID 59152494, compound

Participants

Reaction Steps

To a solution of 2-(2-acetamidopyridin-4-yl)methoxybenzoic acid (500 mg, 1.8 mmol; Reference Compound 3-(1)), 4-phenylsemicarbazide (265 mg, 1.8 mmol) and diisopropylethylamine (450 μL, 2.6 mmol) in N,N-dimethylformamide (5.0 mL) was added HCTU (940 mg, 2.3 mmol) under ice-cooling, and then the mixture was stirred for 8 hours at room temperature. The reaction solution was diluted with ethyl acetate (20 mL). To the solution was added a 0.1 M aqueous sodium hydroxide solution (20 mL). The ethyl acetate layer was washed with a saturated brine solution, dried over anhydrous sodium sulfate, and concentrated under a reduced pressure to dryness, and ethanol was added to the residue. The precipitated solid was filtered off and dried under a reduced pressure to give 250 mg (46%) of the titled compound as colorless solid.

Provenance & Evidence