Example 49
To a solution of compound 49-1 (50 mg, 0.16 mmol, 1 eq) and tert-butyl N-[2-[2-(2-aminoethoxy)ethoxy]ethyl]carbamate (47.1 mg, 0.19 mmol, 1.2 eq) in DCM (1 mL) was added HATU (90.2 mg, 0.24 mmol, 1.5 eq) and DIEA (30.7 mg, 0.24 mmol, 41.3 uL, 1.5 eq). The mixture was stirred at 25° C. for 2 hr. LCMS showed the starting material was consumed and the desired mass wad detected. H2O (30 mL) was added to the solution. The mixture was extracted with ethyl acetate (35 mL*3). The combined organic layers were washed with brine (60 mL*2), dried over anhydrous Na2SO4, filtered and concentrated in vacuum. The residue was purified by prep-HPLC. The title compound (16.8 mg, 30.6 umol, 19.3% yield) was obtained as a white solid. LCMS (ESI): RT=0.889 min, mass calc. for C29H33F3N2O5 546.58, m/z found 569.1 [M+Na]+; 1H NMR (400 MHz, DMSO-d6) δ 8.74 (br t, J=5.5 Hz, 1H), 8.56 (s, 1H), 8.12 (d, J=8.3 Hz, 1H), 8.15-8.09 (m, 1H), 7.96-7.90 (m, 3H), 7.81 (d, J=8.8 Hz, 1H), 7.77-7.67 (m, 3H), 7.60 (d, J=7.0 Hz, 1H), 6.76 (br s, 1H), 3.62-3.46 (m, 8H), 3.41-3.35 (m, 3H), 3.05 (q, J=5.9 Hz, 2H), 1.36 (s, 9H).
