Methanol → HCID 24997112, compound

Participants

Reaction Steps

N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-5-(1-methyl-1H-pyrazol-5-yl)-3-furancarboxamide (200 mg, 0.38 mmol) was dissolved in THF (10 mL) and MeOH (10 mL) at RT and treated with hydrazine (0.19 mL, 3.8 mmole). After 24 h, the solution was concentrated and purified on silica using 8% MeOH in DCM (1% NH4OH) to give the title compound as a white solid. The free base was dissolved in DCM (5 mL) and treated with 4M HCl in dioxane (4 mL). After 5 min, the reaction solution was concentrated under vacuum to give the title compound (55 mg) as a di-HCl salt: LC-MS (ES) m/z=393 (M+H)+, 1H NMR (d6-DMSO) δ 8.78 (d, J=8.9 Hz, 1H), 8.38 (s, 1H), 8.16 (bs, 2H), 7.69 (d, J=7.6 Hz, 1H), 7.59 (m, 2H), 7.49 (s, 1H), 7.44 (m, 1H), 7.35 (s, 1H), 6.58 (s, 1H), 4.52 (m, 1H), 3.99 (s, 3H), 3.22 (m, 2H) and 3.07 (m, 2H).

Provenance & Evidence