Potassium Carbonate → HCID 18327487, compound

Participants

Reaction Steps

N-[4,5-Dimethoxy-3-(2-hydroxyethoxy)phenyl]-4-(4-fluorophenylsulphanyl)-pyrimidine-2-amine was prepared by treating a solution of N-(4,5-dimethoxy-3-hydroxyphenyl)-4-(4-fluorophenylsulphanyl)-2-pyrimidineamine (2.23 g, 6.0 mmol) and ethyl carbonate (0.79 g, 9.0 mmol) in dry DMF (25 ml) with potassium carbonate (1.66 h, 12.0 mmol) and heating the resulting mixture at 100° for 16 h. The reaction was concentrated under reduced pressure and the residue partitioned between ethly acetate and water. The aqueous layer was re-extracted with ethyl acetate, the combined organic layers dried (MgSO4) and evaporated to give a residue which was subjected to column chromatography [silica; 20% hexane-ethyl acetate] to give the desired compound (1.36 g) as a white foam. δH (d6 DMSO) 9.48 (1H, s), 8.17 (1H, d, J 5.3 Hz), 7.69 (2H, m), 7.36 (2H, t, J 8.8 Hz), 7.08 (2H, m), 6.15 (1H, d, J 5.3 Hz), 4.81 (1H, t, J 5.2Hz), 3.92 (2H, t, J 5.2 Hz), 3.73 (2H, m), 3.71 (3H, s) and 3.64 (3H, s).

Provenance & Evidence