Hydrazine → HCID 11633082, compound

Participants

Reaction Conditions

Reaction Steps

To a solution of 2-((1S,3R)-3-((3,5-bis(trifluoromethyl)benzyloxy)methyl)-3-phenylcyclopentyl)isoindoline-1,3-dione (122 mg) in toluene (0.89 mL) was added anhydrous hydrazine (69 μL), and the reaction mixture was heated at 80° C. for 12 h. The precipitate was removed by filtration, and the filtrate was evaporated in vacuo to give the title compound (88 mg). 1H NMR (400 MHz, CDCl3) δ 1.45 (1H, m), 1.66 (2H, broad s), 1.68 (1H, dd, J=7.2, 13.2 Hz), 2.04 (2H, m), 2.20 (1H, m), 2.45 (1H, dd, J=7.6, 13.2 Hz), 3.43 (1H, quintet, J=7.2 Hz), 3.52 (1H, d, J=8.8 Hz), 3.61 (1H, d, J=8.8 Hz), 4.45 (1H, d, J=13.2 Hz), 4.50 (1H, d, J=13.2 Hz), 7.23 (5H, m), 7.58 (2H, s), and 7.73 (1H, s). HRMS m/z calcd for C21H22F6NO (M+H)+ 418.1607. found 546.1620.

Provenance & Evidence