Sodium hydride → HCID 53832659, compound

Participants

Reaction Steps

The title compound was prepared according to the procedure in Example 10, step 1, using 4-(2,3-dimethyl-naphtho[2,3-b]thiophen-4-yl)-2-cyclopentyl-phenol (0.300 g, 0.805 mmol), 60% sodium hydride/mineral oil (0.032 g, 0.805 mmol) and commercial 5-[2-(methylthio)pyrimidin-4-yl]thiophene-2-sulphonyl chloride (0.272 g, 0.886 mmol). Purification on Biotage KP-Sil eluting with 25% EtOAc/pet. ether gave 0.299 g (58%) of the title compound as a yellow solid, mp 100-110° C. 1H NMR (DMSO-d6) δ 1.32-1.37 (m, 2 H), 1.45-1.65 (m, 8 H), 1.84-1.90 (m, 1 H), 2.37 (s, 3 H), 2.55 (s, 3 H), 3.15 (quintet, 1 H), 7.25-7.38 (m, 5 H), 7.44 (ddd, 1 H), 7.90 (d, 1 H), 7.96 (d, 1 H), 8.08 (d, 1 H), 8.27 (d, 1 H), 8.48 (s, 1 H), 8.77 (d, 1 H). mass spectrum (+APCI) m/z 643 (M+H). C34H30N2O3S4 : C, 63.52; H, 4.70; N, 4.36. Found: C, 63.18; H, 4.46; N, 4.19.

Provenance & Evidence