3-Chloro-6-[2-(3-chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione → 6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyl-4-hydroxy-3-[(5-pyridin-4-yl-1,3,4-oxadiazol-2-yl)thio]-5,6-dihydro-2H-pyran-2-one

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Reaction Steps

The title compound was prepared as described in Example C(70), where 3-chloro-6-[2-(3-chloro-4-methoxyphenyl)ethyl]-6-cyclopentyldihydro-2H-pyran-2,4(3H)-dione was used in place of 3-chloro-6-[2-(5-chloro-2,4-dimethoxyphenyl)ethyl]6-cyclopentyldihydro-2H-pyran-2,4(3H)-dione and 5-(4-pyridyl)-1,3,4-oxadiazole-2-thiol was used in place of 6-hydroxy-8-mercaptopurine monohydrate. 1H NMR (500 MHz, DMSO-d6, WET suppression of DMSO-h6 (2.5 ppm) and H2O (3.35 ppm) peak areas) δ 1.53-1.70 (m, 8H) 2.09 (m, 2H, overlap) 2.82 (d, J=18.1 Hz, 1H) 3.00 (d, J=18.1 Hz, 1H) 3.78 (s, 3H) 6.97 (d, J=8.5 Hz, 1H) 7.13 (dd, J=8.4, 2.1 Hz, 1H) 7.27 (d, J=1.9 Hz, 1H) 7.73 (d, J=5.5 Hz, 2H) 8.71 (d, J=5.8 Hz, 2H). MS (APCI) calcd C26H26ClN3O5S: 528.03; found M=528.1.

Provenance & Evidence