1H-imidazole-2-carbaldehyde → 6-[2-(3-Chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-4-hydroxy-3-(1H-imidazol-2-ylmethyl)-5,6-dihydro-pyran-2-one

Participants

Reaction Steps

The title compound was prepared analogously to Example B(31), where 6-[2-(3-Chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione was substituted in place of 6-[2-(3-Chloro-4-isopropoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione and imidazole-2-carboxaldehyde was substituted in place of 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde of that example. 1H NMR (DMSO-d6): δ 1.05-1.55 (m, 8H), 1.79-1.83 (m, 2H), 2.21-2.29 (m, 2H), 2.42-2.45 (m, 2H), 2.62-2.76 (m, 3H), 3.70 (s, 3H), 4.64 (s, 1H), 6.93 (d, J=8.3 Hz, 1H), 6.99-7.02 (m, 1H), 7.15 (d, J=2.0 Hz, 1H), 7.39 (s, 1H), 7.48 (s, 1H), 11.76 (brs, 1H). ESIMS (MH+): 431.

Provenance & Evidence