Trifluoroacetic acid → HCID 67076184, compound

Participants

Reaction Conditions

Reaction Steps

A mixture of tert-butyl 2-(5-(tert-butoxycarbonyloxy)-3-oxo-3,4-dihydro-2H-benzo[b][1,4]oxazin-8-yl)ethyl(2-(N-cycloheptyl-3-(3-(1-methyl-1H-1,2,3-triazol-4-yl)phenethoxy)propanamido)ethyl)carbamate (280 mg), DCM (5 mL) and TFA (2.50 mL) was stirred at 25° C. for 30 min. The reaction mixture was evaporated to afford crude product. The crude product was purified by preparative HPLC on a Phenomenex Gemini column using a 15-60% gradient of aqueous 0.1% trifluoroacetic acid in acetonitrile as eluent to afford the titled compound as a white solid (84 mg). MS [M+H]+=605.3 (calc=605.3451) (MultiMode+) 1H NMR (400 MHz, CD3OD) δ 8.21 (s, 1H), 7.69 (s, 1H), 7.57 (d, J=7.6 Hz, 1H), 7.32 (t, J=7.7 Hz, 1H), 7.19 (d, J=7.6 Hz, 1H), 6.69 (d, J=8.2 Hz, 1H), 6.47 (d, J=8.5 Hz, 1H), 4.60 (s, 2H), 4.12 (s, 3H), 3.88-3.78 (m, 1H), 3.72 (t, J=6.7 Hz, 2H), 3.71 (t, J=6.0 Hz, 2H), 3.48-3.42 (m, 2H), 3.12 (t, J=7.3 Hz, 2H), 3.05 (t, J=5.5 Hz, 2H), 2.88 (t, J=6.6 Hz, 2H), 2.86 (t, J=6.9 Hz, 2H), 2.62 (t, J=5.9 Hz, 2H), 1.78-1.38 (m, 12H).

Provenance & Evidence