Hydrochloric Acid → 4-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-cyclohexanone

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Reaction Conditions

Reaction Steps

1-(1,4-dioxaspiro[4.5]dec-8-yl)-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine (Compound 9) (3.80 g, 8.57 mmol) was suspended in 190 ml of acetone and cooled to 0° C. 48 ml of 5.0N hydrochloric acid was added slowly through an additional funnel. The ice-water bath was removed and reaction mixture was stirred at room temperature overnight. Acetone was removed and aqueous layer was neutralized with 1.0N sodium hydroxide to PH about 10. The solid was filtered and dried to give 2.926 g of 4-(4-amino-3-(4-phenoxyphenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)-1-Cyclohexanone. 1H NMR (CDCl3) 2.39(m, 2H), 2.62(m, 6H), 5.30(m, 1H), 6.08(bs, 2H), 7.09(m, 2H), 7.15(m, 3H), 7.42(m, 2H), 7.64(d, J=8.70 Hz, 2H), 8.39(s, 1H); LC/MS (MH+=400).

Provenance & Evidence