Formic Acid → HCID 90408859, compound

Participants

Reaction Steps

A mixture of tert-butyl 2-(2-(1-(3-(((trifluoromethyl)sulfonyl)oxy)phenyl)-2-oxabicyclo[2.2.2]octan-4-yl)ethoxy)acetate (28 mg, 0.057 mmol) and formic acid (0.022 mL, 0.57 mmol) in CH2Cl2 (0.5 mL) was stirred at rt for 18 h, then was concentrated in vacuo. The crude material was purified by preparative LC/MS (Column: Waters XBridge C18, 19×100 mm, 5-nm particles; Mobile Phase A: 5:95 MeCN:water with 0.1% TFA; Mobile Phase B: 95:5 MeCN:water with 0.1% TFA; Gradient: 40-80% B over 10 min, then a 5-min hold at 100% B; Flow rate: 20 mL/min) to give the title compound (19 mg, 0.043 mmol, 76% yield) as a clear oil. LCMS [M−H]+=437.0; 1H NMR (DMSO-d6) δ: 7.53-7.48 (m, 2H), 7.42 (d, J=2.7 Hz, 1H), 7.34 (dt, J=7.3, 2.3 Hz, 1H), 3.96 (s, 2H), 3.80 (s, 2H), 3.50 (t, J=6.7 Hz, 2H), 2.16-2.05 (m, 2H), 1.89-1.74 (m, 2H), 1.73-1.59 (m, 4H), 1.42 (t, J=6.8 Hz, 2H).

Provenance & Evidence