6-(3-chloro-4-methoxyphenethyl)-6-cyclopentyl-dihydro-3H-pyran-2,4-dione → 6-[2-(3-Chloro-4-methoxy-phenyl)-ethyl]-3-(4-chloro-1-methyl-1H-pyrazol-3-ylmethyl)-6-cyclopentyl-4-hydroxy-5,6-dihydro-pyran-2-one

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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 4-chloro-1-methyl-1H-pyrazole-3-carbalehyde 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 1.50-1.71 (m, 8H), 2.01-2.05 (m, 2H), 2.39-2.41 (m, 1H), 2.49-2.57 (m, 2H), 2.74 (d, J=16 Hz, 1H), 3.18 (d, J=5.3 Hz, 1H), 3.39 (d, J=16.0 Hz, 1H), 3.47 (d, J=16 Hz, 1H), 3.60 (s, 3H), 3.83 (s, 3H), 7.05 (d, J=8.3 Hz, 1H), 7.11 (dd, J=8.3. 2.0 Hz, 1H), 7.23 (d, J=2.0 Hz, 1H), 7.76 (s, 1H), 10.64 (s, 1H). Anal. Calcd. For C24H28Cl2N2O4: C, 60.13; H, 5.89; N, 5.84. Found: C, 59.94; H, 5.95; N, 5.69. ESIMS (MH+): 480.

Provenance & Evidence