Diisopropylethylamine → HCID 59291729, compound

Participants

Reaction Conditions

Reaction Steps

1-(3-phenoxy-5-(trifluoromethyl)pyridin-2-yl)thiourea (0.076 g, 0.243 mmol) was suspended in ethanol (3 mL) and diisopropylethylamine (0.127 mL, 0.728 mmol) was added, followed by 1-(1-acetylpiperidin-4-yl)-2-bromoethanone hydrobromide (0.120 g, 0.364 mmol). The mixture was heated to 60° C. and agitated for 3 hours, then diluted with ethyl acetate, washed with sodium bicarbonate, brine, dried and evaporated. The crude product was purified on silica gel (30% ethyl acetate/hexanes) to afford 1-(4-(2-(3-phenoxy-5-(trifluoromethyl)pyridin-2-ylamino)thiazol-4-yl)piperidin-1-yl)ethanone (0.065 g, 57.9% yield) as white solid. 1H NMR (d6-DMSO) δ 1.45-1.61 (m, 2H), 1.93-2.04 (m, 2H), 2.51-3.18 (m, 3H), 3.90 (d, 1H), 4.44 (d, 1H), 6.97 (s, 1H), 7.20-7.50 (m, 6H), 8.59 (s, 1H).

Provenance & Evidence