HCID 135825031, compound → HCID 135486052, compound

Participants

Reaction Steps

A suspension of 2-(3-Allyl-5-chloro-2-hydroxyphenyl)-5-(5-bromothiophen-2-yl)-2,4-dihydro-[1,2,4]triazol-3-one (Compound of Example 20) (206 mg) and 10%Pt(S)/C (206 mg) in ethanol (8 ml) was hydrogenated at 50 psi for 3 hours. After filtration and concentration, the residue was purified to give 50 mg (30%) of 2-(5-chloro-2-hydroxy-3-propylphenyl)-5-(thiophen-2-yl)-2,4-dihydro-[1,2,4]triazol-3-one. 1H NMR (300 MHz, DMSO-d6) δ12.9 (s, 1 H), 9.56 (s, 1 H), 7.79 (dd, J=4.89, 0.9 Hz, 1 H), 7.31 (d, J=2.6 Hz, 1 H), 7.23-7.21 (m, 2 H), 2.61 (t, J=7.4 Hz, 2 H), 1.64 (m, 2 H), 0.94 (t, J=7.2 Hz, 2 H); 13C NMR (75 MHz, DMSO-d6) δ153.9, 147.9, 142.8, 133.7, 129.4, 129.0, 128.5, 128.3, 125.6, 123.0, 122.6, 31.8, 22.4,13.9; IR (KBr, cm−1) 1701; MS(ESI) 334 (M−1)−.

Provenance & Evidence