5,7-Dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde → 6-Cyclopentyl-6-{2-[3-ethyl-4-(1,3-oxazol-2-yl)phenyl]ethyl}-4-hydroxy-3-[(6-methyl[1,2,4]triazolo[1,5-a]pyrimidin-2-yl)methyl]-5,6-dihydro-2H-pyran-2-one

Participants

Reaction Steps

The title compound was prepared analogously to example A(1) where 6-cyclopentyl-6-{2-[3-ethyl-4-(1,3-oxazol-2-yl)phenyl]ethyl}dihydro-2H-pyran-2,4(3H)-dione (Example A(135))was substituted in place of 6-cyclopentyl-6-[2-(5-ethyl-4-hydroxy-2-propoxy-phenyl)-ethyl]-dihydro-pyran-2,4-dione in that example and 6-methyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde was substituted in place of 5,7-dimethyl-[1,2,4]triazolo[1,5-a]pyrimidine-2-carbaldehyde. Yield (58 mg, 11%). 1H NMR (300 MHz, CDCl3): δ ppm 1.19 (t, J=7.44 Hz, 3 H) 1.40 (d, J=4.33 Hz, 1 H) 1.53-1.67 (m, 8H) 2.01-2.10 (m, 2 H) 2.39 (s, 1 H) 2.45-2.49 (m, 3 H) 2.54-2.64 (m, 1 H) 2.71 (dd, J=11.87, 5.46 Hz, 2 H) 2.76-2.85 (m, 1 H) 3.01 (q, J=7.47 Hz, 2 H) 4.10 (s, 2 H) 7.05-7.11 (m, 2 H) 7.29 (s, 1 H) 7.73 (s, 1 H) 7.78 (d, J=7.91 Hz, 1 H) 8.61 (s, 1 H) 8.68 (d, J=2.07 Hz, 1 H). MS (ESI): 528 (M+H)+.

Provenance & Evidence