Trifluoroacetic acid methylene chloride → HCID 178504710, compound

Participants

Reaction Steps

A solution of 3:1 CH2Cl2/TFA (0.8 mL) was added to N-[2-(N′,N″-bis(tert-butoxycarbonyl)amidinoaminooxy)ethyl]-2-{3-[(2,2-difluoro-2-(2 methanesulfonylphenyl)ethyl)amino]-6-cyano-2-fluorophenyl}acetamide (34.8 mg, 0.049 mmol)(prepared essentially as described in Example 2h), and the reaction mixture was stirred at room temperature for 3 h. After evaporating the solvents, the residue was subjected to flash chromatography (DCM/MeOH saturated with gaseous NH3; 95:5→90:10) to yield 18.4 mg (74%) of the title compound as a white solid. 1H NMR (300 MHz, CD3OD) δ 8.24 (m, 1H), 7.74 (m, 3H), 7.20 (dd, J=8.6 Hz, 1.3 Hz, 1H), 6.87 (t, J=8.7 Hz, 1H), 4.24 (t, J=14.2 Hz, 2H), 3.80 (t, J=5.2 Hz, 2H), 3.72 (d, J=1.9 Hz, 2H), 3.43 (t, J=5.5 Hz, 2H), 3.27 (s, 3H). LC/MS (m/z) [M+1]+ 513.4 (calculated for C21H24F3N6O4S, 513.5).

Provenance & Evidence