Triethylamine → HCID 69919635, compound

Participants

Reaction Conditions

Reaction Steps

Mixture of (S)-trifluoro-methanesulfonic acid 3-[1-(3-phenyl-acryloylamino)ethyl]phenyl ester (Step C in Example 82) (100 mg, 0.25 mmol), 2-oxa-5-aza-bicyclo[2.2.1]heptane (68 mg, 2eq), tetrakis (triphenylphosphine) palladium (0) (10 mol %, 29 mg), potassium carbonate (104 mg, 3eq), and triethylamine (0.2 ml) in toluene (1 ml) was stirred at 80° C. for 15 hours. Reaction mixture was diluted with 20 ml dichloromethane, washed with saturated sodium bicarbonate solution. The organic layer was separated and the aqueous layer was extracted with dichloromethane three times. The combined organic layer was dried over magnesium sulfate and concentrated under vacuum. The crude product was purified by flash chromatography with 40% acetone/hexane to obtain the title compound as a pale yellow solid (14 mg, 16% yield).

Provenance & Evidence