Dimethylformamide → HCID 68429314, compound

Participants

Reaction Steps

2-(5-Bromo-6-oxo-4-{[(1R,2R,3R,5S)-2,6,6-trimethylbicyclo[3.1.1]hept-3-yl]amino}pyridazin-1(6H)-yl)cyclobutaneacetic acid (108.7 mg, 0.256 mmol), 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (98.2 mg, 0.512 mmol), 1-hydroxybenzotriazole anhydride (10.8 mg, 0.08 mmol) and triethylamine (71.4 μL, 0.512 mmol) in N,N-dimethylformamide (1 mL) were stirred with 4-picolylamine (51.3 μL, 0.512 mmol) at room temperature for 22 hours. After completion of the reaction, ethyl acetate was added, and the organic layer was washed with saturated aqueous ammonium chloride and saturated aqueous sodium chloride, dried over anhydrous sodium sulfate and evaporated under reduced pressure. The resulting residue was purified by silica gel column chromatography (ethyl acetate/methanol=20/1) to give the desired product (53.8 mg, 41% yield).

Provenance & Evidence