Water → HCID 24827108, compound

Participants

Reaction Steps

Methyl 3-(2-chloropyridin-4-yloxy)benzoate (3.05 g, 11.6 mmol), 4-methylthiazol-2-amine (26.3 mL, 10.5 mmol), potassium phosphate (2.45 g, 11.6 mmol), tris(dibenzylideneacetone)dipalladium (0) (0.241 g, 0.263 mmol) and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.167 g, 0.289 mmol) were reacted in toluene (26 mL) and water (8 mL) according to Example 17, Step B to afford methyl 3-(2-(4-methylthiazol-2-ylamino)pyridin-4-yloxy)benzoate (2.65 g, 68.7% yield) as yellow solid. 1H NMR (CDCl3) δ 8.15 (d, J=5.85 Hz, 1H), 7.89 (dt, J=1.17, 7.80 Hz, 1H), 7.70 (m, 1H), 7.45 (t, J=7.80 Hz, 1H), 7.24 (m, 1H), 6.44 (dd, J=1.95, 5.85 Hz, 1H), 6.25 (m, 2H), 3.88 (s, 3H), 2.14 (d, J=1.17 Hz, 3H). Mass spectrum (esi) m/z=342 (100) (M+H).

Provenance & Evidence