2,4-Dichloropyridine → HCID 90403179, compound

Participants

Reaction Conditions

Reaction Steps

A solution of 6-amino-2-(trifluoromethyl)pyridin-3-ol (0.092 g, 0.517 mmol) in DMA (5 mL) was sparged with Ar, treated with potassium t-butoxide (0.087 g, 0.775 mmol), stirred for 1 minute, treated with 2,4-dichloropyridine (0.092 g, 0.620 mmol), flushed with Ar and heated at 95° C. overnight. The mixture was cooled to RT, treated with EtOAc, washed with satd. NaHCO3 (2×), dried over Na2SO4, concentrated to dryness and purified via silica gel chromatography (EtOAc/Hex) to afford 5-((2-chloropyridin-4-yl)oxy)-6-(trifluoromethyl)pyridin-2-amine (62 mg, 41%). 1H NMR (400 MHz, DMSO-d6): δ 8.27-8.24 (m, 1H), 7.52-7.49 (m, 1H), 7.04 (s, 1H), 6.94-6.91 (m, 1H), 6.76 (d, J=9.1 Hz, 1H), 6.66 (s, 2H); MS (ESI) m/z: 290.1 (M+H+).

Provenance & Evidence