HCID 57781097, compound → HCID 57781140, compound

Participants

Reaction Steps

To a solution of 4-(5-vinyl-imidazol-1-yl)-3,3-dimethyl-isochroman-1-one (0.049 g, 0.173 mmol) (Example 3) in methanol (1 mL) is added Pd/C (10% wt, 0.009 g, 0.009 mmol) and the flask is flushed with hydrogen. The mixture is stirred under balloon pressure. After 3 h, another portion of catalyst (0.009 g) is added. After 7 h, the mixture is filtered and concentrated in vacuo to give 4-(5-ethyl-imidazol-1-yl)-3,3-dimethyl-isochroman-1-one as a white solid; MS (ESI) m/z 271.2 (M+H); 1H NMR (400 MHz, MeOD) δ ppm 1.25 (s, 3 H), 1.43 (br. s., 3 H), 1.56 (s, 3 H), 2.87 (br. s, 2 H), 5.55 (br. s, 1 H), 6.83 (s, 1 H), 7.17 (br. s, 1 H), 7.45 (d, J=7.6 Hz, 1 H), 7.67 (td, J=7.6, 1.0 Hz, 1 H), 7.78 (td, J=7.6, 1.3 Hz, 1 H), 8.24 (dd, J=7.6, 1.0 Hz, 1 H).

Provenance & Evidence