Ethanol → HCID 59199444, compound

Participants

Reaction Steps

To a solution of 3-(7-nitro-1,2,3,4-tetrahydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid isopropyl ester, which can be prepared as described in Example 5, (3.24 g, 9.84 mmol) in ethanol (125 mL) is added palladium on carbon (10% wt., 0.65 g, 0.61 mmol). The flask is flushed with hydrogen and stirred under balloon pressure at room temperature overnight. The catalyst is then filtered through Celite®. The Celite® cake is washed with methanol and the combined filtrate is concentrated to afford 3-(7-acetylamino-1,2,3,4-tetrahydro-naphthalen-1-yl)-3H-imidazole-4-carboxylic acid isopropyl ester; 1H NMR (400 MHz, CDCl3) δ ppm 1.37 (d, J=6.3 Hz, 3 H), 1.38 (d, J=6.3 Hz, 3 H), 1.62-1.83 (m, 2 H), 2.01-2.08 (m, 1 H), 2.13-2.21 (m, 1 H), 2.67-2.84 (m, 2 H), 5.22 (sept, J=6.3 Hz, 1 H), 6.17 (t, J=5.1 Hz, 1 H), 6.31 (d, J=2.5 Hz, 1 H), 6.62 (dd, J=8.2, 2.5 Hz, 1 H), 6.98 (d, J=8.2 Hz, 1 H), 7.21 (s, 1 H), 7.77 (s, 1 H).

Provenance & Evidence