3-Chloro-6-[2-(3-chloro-4-methoxy-phenyl)-ethyl]-6-cyclopentyl-dihydro-pyran-2,4-dione → 2-[2-(3-chloro-4-methoxy-phenyl)ethyl]-2-cyclopentyl-4-hydroxy-5-[(4-methyl-1,2,4-triazol-3-yl)sulfanyl]-3H-pyran-6-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 4-methyl-4H-1,2,4-triazole-3-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 1.48-1.65 (m, 8H) 1.96 (m, 2H) 2.65 (d, J=15.1 Hz, 1H) 2.87 (d, J=17.7 Hz, 1H) 3.16 (s, 1H) 3.64 (s, 3H) 3.80 (s, 3H) 7.02 (d, J=8.8 Hz, 1H) 7.16 (dd, J=8.5, 2.20 Hz, 1H) 7.27 (d, J=1.9 Hz, 1H) 8.56 (s, 1H). MS (APCI) calcd for C22H26ClN3O4S: 463.98; found M=464.9.

Provenance & Evidence