Nitrogen → HCID 58564185, compound

Participants

Reaction Steps

To a solution of 1-(2-methanesulfonylethyl)-1H-benzoimidazole-5-carboxylic acid (0.2 g, 0.74 mmol) in DMF (5 mL) was added HOBt (0.15 g, 0.89 mmol), DIPEA (0.4 mL, 2.23 mmol), 4-aminoadamantan-1-ol (0.15 g 0.89 mmol) and EDCl (0.21 g, 1.11 mmol) successively under N2 atmosphere. The reaction mixture was allowed to stir over night at room temperature. It was diluted with water and extracted with CHCl3. The organic layer was washed with saturated NaHCO3 solution, brine and dried over anhydrous Na2SO4. Concentration of the organic layer gave 1-(2-methanesulfonylethyl)-1H-benzoimidazole-5-carboxylic acid (5-hydroxyadamantan-2-yl)-amide (0.05 g). MS-ESI m/z 418 (M+1); 1H NMR (300 MHz, CDCl3) δ 8.2 (s, 1H), 8.1 (s, 1H), 7.9 (d, 1H), 7.5 (d, 1H), 6.4 (d, 1H), 4.8 (t, 2H), 4.2 (m, 1H), 3.6 (t, 2H), 2.7 (s, 3H), 2.4 (s, 2H), 2.3 (m, 1H), 1.8 (m, 11H).

Provenance & Evidence