4-Imidazol-1-ylmethylphenylamine → HCID 68194559, compound

Participants

Reaction Steps

A mixture of Example 1E (0.060 g, 0.167 mmol) and 4-((1H-imidazol-1-yl)methyl)aniline (0.046 g, 0.267 mmol) was heated in a capped vial at 100° C. for 1 hour. The reaction mixture was treated with ethyl acetate and washed with saturated aqueous NaHCO3. The organic layer was dried over MgSO4, filtered, and concentrated. The crude material was purified on a 12 g column using the ISCO Companion flash system eluting with methanol/ethyl acetate (5:95 to 10:90) to provide the title compound. 1H NMR (400 MHz, CD3OD) δ 5.23 (s, 2H), 7.00 (s, 1H), 7.04 (d, J=1.9 Hz, 1H), 7.14 (s, 1H), 7.35-7.29 (m, 2H), 7.61-7.51 (m, 3H), 7.71-7.64 (m, 1H), 7.87-7.75 (m, 4H), 9.14 (s, 1H). MS (ESI+) m/z 468.8 (M+H)+.

Provenance & Evidence