Potassium Phosphate, Dibasic → N-(3-((2-(4-(1-hydroxyethyl)phenylamino)-5-(trifluoromethyl)pyrimidin-4-ylamino)methyl)pyridin-2-yl)-N-methylmethanesulfonamide

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Reaction Conditions

Reaction Steps

A solution of C9 (0.253 mmol) and anhydrous DMSO (0.5 ml) was treated with 1-(4-aminophenyl)ethanol (0.277 mmol) followed by potassium phosphate dibasic (0.746 mmol). The mixture was stirred at 100° C. for 1.5 days, and treated with additional 1-(4-aminophenyl)ethanol (0.583 mmol). The mixture was stirred at 100° C. for 15 hours and concentrated. The resultant residue was purified first by column chromatography (silica gel; 10% (NH4OH/MeOH)/CH2Cl2) followed by preparatory thin layer chromatography developed in 5% MeOH/CH2Cl2 to provide 12. Yield: 13.6 mg, 10.8%. 1H NMR(CD3OD) δ: 8.39(d, 1H), 8.13(s, 1H), 7.73(d, 1H), 7.33(m, 3H), 7.14(d, 2H), 4.87(s, 2H), 4.72(q, 1H), 3.17(s, 3H), 3.10(s, 3H), 1.37(d, 3H). MS: m/z 497(MH+).

Provenance & Evidence