Lithium hydroxide, monohydrate → HCID 58305282, compound

Participants

Reaction Steps

To a solution of (1R,2R) and (1S,2S)-3-bromo-5-(2-(4-chlorophenyl)-5′-fluoro-2-isopropyl-2′-oxospiro[cyclopropane-1,3′-indoline]-1′-yl)benzoate (27.4 mg) in methanol (2 mL) and water (1 mL) was added LiOH.H2O (18 mg, 0.4 mmol) in one portion. The mixture was stirred at room temperature for 3 hours until the starting material was consumed. The mixture was concentrated under reduced pressure and acidified to pH˜3. The precipitates was collected by filtration and dissolved in 2 mL of DMF. Purification by preparative HPLC gave the title compound as white solid (15 mg). LC/MS m/e calcd. for C29H24ClFN2O5 534, observed (M+H)+: 545.7. 1H NMR (400 MHz, MeOD-d4) δppm 0.89 (dd, J=20.34, 6.69 Hz, 6 H) 2.21-2.28 (m, 2 H) 2.89-3.01 (m, 1H) 4.22 (t, J=8.08 Hz, 2 H) 4.55 (t, J=8.08 Hz, 2 H) 5.28 (dd, J=8.84, 2.27 Hz, 1 H) 6.65 (dd, J=8.34, 1.77 Hz, 1 H) 6.80-6.89 (m, 2 H) 7.19 (dd, J=8.34, 2.02 Hz, 1 H) 7.45-7.54 (m, 2 H) 7.86 (s, 1 H) 8.09 (s, 1 H) 8.22 (s, 1 H).

Provenance & Evidence