Sodium Hydroxide → HCID 136166112, compound

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Reaction Steps

A solution of 1-(1-phenyl-1H-benzoimidazol-2-ylmethyl)-3-[1-(toluene-4-sulfonyl)-1H-indol-3-yl]-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine in EtOH (20 mL) was added NaOH (2 M, 20 mL). After stirred at room temperature overnight, the mixture was concentrated in vacuo. The residue was added H2O and extracted with CH2Cl2. The combined organic layers were evaporated and the residue was purified by P—HPLC to give 154 (500 mg, yield 51%) as a white solid. LCMS (ESI), M+H+=455.18. 1HNMR (400 MHz, DMSO) δ 5.891 (s, 2H), 7.033-7.068 (t, J=7 Hz, 1H), 7.111-7.186 (m, 2H), 7.233-7.284 (m, 2H), 7.458-7.513 (m, 6H), 7.622-7.642 (d, J=8 Hz, 1H), 7.682-7.703 (d, J=1.8 Hz, 1H), 7.724-7.731 (d, J=2.8 Hz, 1H), 8.367 (s, 1H), 11.639-11.644 (d, J=2 Hz, 1H)

Provenance & Evidence