5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde → 2-[4-(2-{2-Cyclopentyl-5-[(1,3-dimethyl-1H-1,2,4-triazol-5-yl)methyl]-4-hydroxy-6-oxo-3,6-dihydro-2H-pyran-2-yl}ethyl)-2-fluorophenyl]-2-methylpropanenitrile

Participants

Reaction Steps

The title compound was prepared analogously to example A(1), where 2-{4-[2-(2-Cyclopentyl-4,6-dioxo-tetrahydro-pyran-2-yl)-ethyl]-2-fluoro-phenyl-2-methyl-propionitrile.from step 3 below, was substituted in place of 6-[2-(3-Chloro-5-ethyl-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione and 2,5-Dimethyl-2H-[1,2,4]triazole-3-carbaldehyde was substituted instead of 5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde in that example. 1H NMR (300 MHz, DMSO-d6): δ 1.49–1.69 (m, 8 H), 1.72 (s, 6 H), 2.06 (s, 3 H), 2.11 (s, 3 H), 2.12–2.13 (m, 2 H), 2.34–2.42 (m, 1H), 2.55–2.66 (m, 3H), 2.80 (d, J=17 Hz, 1 H), 3.42–3.65 (m, 2 H), 7.08–7.18 (m, 2 H), 7.35–7.40 (m, 1 H). Anal. Calcd. For C27H33FN4O3.0.25 H2O: C, 66.85; H, 6.96; N, 11.55; Found: C, 66.88; H, 6.99; N, 11.60. ESIMS (MH+): 481.

Provenance & Evidence