Water → HCID 69436265, compound

Participants

Reaction Steps

2-chloro-thiazole-5-carbonitrile (1.09 g, 7.5 mmol; prepared as described in WO 01/17995, p. 103) and 3-amino phenol (820 mg, 7.5 mmol) were combined in N,N-dimethyl formamide (5 mL). To this solution, K2CO3 (3.1 g, 22.5 mmol) was added and the resulting reaction mixture was stirred at room temperature overnight. The reaction mixture was then poured into water and extracted with ethyl acetate (2×). The combined organics were dried (Na2SO4), filtered and concentrated by rotary evaporation. The residue was purified by flash column chromatography (ethyl acetate:hexanes; 5%-75% ethyl acetate gradient) to give the title compound (1.63 g, 7.5 mmol, 100%) as a white solid. MS (ESI APCI) m/z 217.9 (M+H+), 1H NMR (300 MHz, DMSO-d6) δ 8.24 (s, 1H) 7.14 (t, J=7.91 Hz, 2H) 6.40-6.64 (m, 2H) 5.54 (s, 2H).

Provenance & Evidence