Potassium Phosphate, Tribasic → 3-(benzyloxy)-N-(3-methyl-1,2,4-thiadiazol-5-yl)pyridin-2-amine

Participants

Reaction Steps

3-(Benzyloxy)-2-chloropyridine (0.8393 g, 3.821 mmol), 3-methyl-1,2,4-thiadiazol-5-amine (8.684 mL, 3.474 mmol), potassium phosphate (0.8110 g, 3.821 mmol), tris(dibenzylideneacetone)dipalladium (O) (0.07952 g, 0.08684 mmol) and 9,9-dimethyl-4,5-bis(diphenylphosphino)xanthene (0.05527 g, 0.09552 mmol) in toluene (8 mL) and water (3 mL) were reacted according to Example 17, Step B, to afford 3-(benzyloxy)-N-(3-methyl-1,2,4-thiadiazol-5-yl)pyridin-2-amine (0.932 g, 88.13% yield) as light yellow solid. 1H NMR (CDCl3) δ 8.9 (s, 1H), 7.97 (dd, J=1.17, 5.07 Hz, 1H), 7.37 (m, 5H), 7.15 (dd, J=1.17, 7.80 Hz, 1H), 6.89 (dd, J=5.07, 7.80 Hz, 1H), 5.09 (s, 2H), 2.47 (s, 3H). Mass spectrum (esi) m/z=299 (100) (M+H).

Provenance & Evidence