Tetrabutylammonium Fluoride → 4-((2-(3,4-Dichlorophenylamino)pyrimidin-5-yl)methoxy)phenol

関与物質

反応手順

5-((4-((tert-butyldimethylsilyl)oxy)phenoxy)methyl)-N-(3,4-dichlorophenyl)pyrimidin-2-amine (0.022 g, 0.046 mmol) was dissolved in THF (4.6 mL) and TBAF (0.231 ml, 0.231 mmol) was added. The mixture was stirred at room temperature for 16 h, quenched with ammonium chloride solution and extracted with ethyl acetate. The organic extract was dried over Na2SO4 and concentrated. The residue was purified by flash chromatography on silica gel using 20-50% ethyl acetate in hexanes. The desired fractions were concentrated to give 4-((2-(3,4-dichlorophenylamino)pyrimidin-5-yl)methoxy)phenol as a white solid (0.006 g, 34%). 1H NMR (400 MHz, CHLOROFORM-d) δ ppm 8.52 (2H, s), 7.99 (1H, dd, J=1.88, 0.88 Hz), 7.33-7.45 (2H, m), 7.23 (1H, s), 6.82-6.90 (2H, m), 6.71-6.84 (2H, m), 4.91 (2H, s), 4.65 (1H, br. s.). LCMS: R.T.=1.04 min; [M+H]+=362.04

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