Hydrazine → HCID 23290188, compound

Participants

Reaction Steps

To a solution of 500 mg (1.18 mmol) of 2-[3-[2-(1,3-benzodioxol-5-yl)-1H-benzimidazol-5-yl]propyl]-2,3-dihydro-1H-isoindol-1,3-dione, the title compound of EXAMPLE 16, in 10 mL of ethanol was added 70 μL of hydrazine (2.3 mmol), and the resulting mixture was stirred at ambient temperature overnight. The mixture was concentrated in vacuo, and the residue was purified by silica gel chromatography to give 235 mg (68%) of 2-(1,3-benzodioxol-5-yl)-1H-benzimidazole-1-propanamine as an oil: 1H NMR (CDCl3) δ 1.91 (quintet, J=7.0 Hz, 2H), 2.63 (t, J=7.0 Hz, 2H), 4.33 (t, J=7.2 Hz, 2H), 6.05 (s, 2H), 6.93 (d, J=8.7 Hz, 1H), 7.10-7.18 (m, 4H), 7.19-7.40 (m, 1H), 7.70-7.90 (m, 1H); HRMS (EI) Calc'd for M+ : 296.1399, found: 296.1438.

Provenance & Evidence