Potassium Carbonate → HCID 69429842, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of trifluoro-methanesulfonic acid 5-{2-[1-(3-trifluoromethyl-benzenesulfonyl)-pyrrolidin-2-yl]-acetylamino}-5,6,7,8-tetrahydro-naphthalen-2-yl ester (150 mg, 0.244 mmol, 1.0 eq), allyl carbamic acid tert-butyl ester (230 mg, 1.47 mmol, 6.0 eq), palladium acetate (Strem Chemicals, 3.3 mg, 0.015 mmol, 0.06 eq), DPPF (Aldrich, 36 mg, 0.064 mmol, 0.26 eq) and K2CO3 (Aldrich, 51 mg, 0.37 mmol, 1.5 eq) in CH3CN (2 mL) was flushed with N2 for 10 min. The reaction was heated to 80° C. and stirred at 80° C. under N2 for 20 h. The reaction was quenched with H2O (60 mL), extracted with CH2Cl2 (60 mL×3). The extract phase was washed with saturated NaCl, dried over Na2SO4, filtered and concentrated in vacuo. Flash column chromatography (silica gel, 0–4% MeOH—CH2Cl2) afforded the title compound as a colorless thin film. MS (ESI, pos. ion) m/z: 622 (M+1).

Provenance & Evidence