HCID 86600610, compound → HCID 178490632, compound

Participants

Reaction Steps

(S)-(3-(5-chloro-2-methoxyphenyl)-3-fluoro-2-oxo-6-(trifluoromethyl)indolin-1-yl)methyl 3-(1-((2-(trimethylsilyl)ethoxy)methyl)-1H-tetrazol-5-yl)propanoate (XIII2) (0.30 g, 0.47 mmol) was dissolved in CH3CN (30 mL) and treated with aqueous HF (3 mL, 48% in H2O), and stirred at rt. until the starting material was completely consumed (as judged by HPLC). The mixture was neutralized with aqueous NaHCO3, and the CH3CN removed under reduced pressure. The aqueous layer was extracted with EtOAc, and the organic layer was then dried over MgSO4, filtered and concentrated. The isolated white solid was lyophilized to afford the title compound (0.21 g, 83% yield). 1H NMR (500 MHz, DMSO): δ 2.93 (t, J=7.32, Hz, 2 H), 3.14 (t, J=7.32 Hz, 2 H), 3.50 (s, 3 H), 5.89 (d, J=10.99 Hz, 1 H), 5.91 (d, J=10.99 Hz, 1 H), 7.02 (d, J=8.55 Hz, 1 H), 7.48 (s, 2 H), 7.52 (dd, J=2.44, 8.55 Hz, 2 H), 7.70 (s, 1 H), 7.72 d, J=2.44 Hz, 1 H). LRMS: 514 (M+H). HRMS Calculated 512.8270 (M−H). found 512.8266.

Provenance & Evidence