Dichloromethane → 2-((4-amino-3-(3-hydroxypropyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)methyl)-3-phenyl-4H-chromen-4-one

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Reaction Steps

To a solution of example 59 (0.170 g, 0.401 mmoles) in methanol (4 ml), palladium on charcoal 1 (10%, 0.050 g) was added and hydrogenated at 5 kg/cm2 for 48 h. The reaction mixture filtered through celite pad and washed with methanol. The filtrate was dried over sodium sulphate and concentrated under reduced pressure. The crude product was purified by column chromatography with methanol: dichloromethane to afford the title compound as brown solid (0.072 g, 42% yield). MP: 182-184° C. 1H-NMR (δ ppm, DMSO-d6, 400 MHz): δ 8.11(s,1H), 8.05(dd, J=8.0, 1.6 Hz, 1H), 7.76(m,1H), 7.49(t, J=7.1 Hz, 1H), 7.39-7.20(m, 8H), 4.62(t, J=4.6 Hz, 1H),3.45(q, J=6.1 Hz, 2H), 2.92(t, J=7.4 Hz, 2H), 1.78(m,2H). Mass: 427.87(M+).

Provenance & Evidence