Sodium hydride → 1-((8-Chloro-2-(2-trifluoromethylphenyl)quinolin-3-yl)methyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Participants

Reaction Steps

Prepared according to Procedure I using 8-chloro-3-(chloromethyl)-2-(2-trifluoromethylphenyl)quinoline (0.356 g, 1.0 mmol), NaH (0.044 g 60% in oil, 1.1 mmol, 1.1 eq) and 3-iodo-1H-pyrazolo{3,4-d}pyrimidin-4-amine (0.287 g, 1.1 mmol, 1.1 eq) in 5 mL DMF. 1-((8-Chloro-2-(2-trifluoromethylphenyl)quinolin-3-yl)methyl)-3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine [PI3Kδ IC50=7 nM] was obtained after purification as a white solid. 1H NMR (400 MHz, DMSO-d6) δ ppm 8.40 (1 H, s), 8.08 (1 H, d, J=8.2 Hz), 7.96-8.03 (2 H, m), 7.74-7.84 (1 H, m), 7.56-7.70 (3 H, m), 7.26-7.37 (1 H, m), 5.47 (2 H, s) Mass Spectrum (ESI) m/e=580.9 and 583.0 (M+1)

Provenance & Evidence