Water → 2-[3-(2-Isopropylpyrimidin-4-yl)imidazo[1,2-alpha]pyrimidin-7-yl]propan-2-ol

Participants

Reaction Conditions

Reaction Steps

A mixture of 2-(imidazo[1,2-α]pyrimidin-7-yl)propan-2-ol (Example 21, Step 3) (339 mg, 1.9 mmol), 4-chloro-2-isopropylpyrimidine (300 mg, 1.9 mmol), Cs2CO3 (1.25 g, 3.8 mmol) and tetrakis(triphenylphosphine)-palladium(0) (221 mg, 10 mol %) in 1,4-dioxane (10 ml) was heated at 100° C. under N2 for 18 h. Water (75 ml) was added and the organic products were extracted with CH2Cl2 (3×50 ml). The combined organic layers were concentrated under reduced pressure and then purified by column chromatography on silica, using 10% EtOH/EtOAc as eluent, to yield 2-[3-(2-isopropylpyrimidin-4-yl)imidazo[1,2-α]pyrimidin-7-yl]propan-2-ol (121 mg, 22%): 1H NMR (400 MHz, d6-DMSO) δ 10.21 (1H, d, J 8.1), 8.76 (1H, s), 8.72 (1H, d, J 6.1), 7.88 (1H, d, J 6.1), 7.66 (1H, d, J 8.1), 5.57 (1H, s), 3.24 (1H, septet, J 7.7), 1.53 (6H, s), 1.37 (6H, d, J 7.7); m/z (ES+) 298 (M+H+).

Provenance & Evidence