[(S)-1-(7-Cyclopropyl-6-fluoro-1-pyridin-2-yl-1H-benzoimidazol-2-yl)ethyl]-[9-(tetrahydro-pyran-2-yl)-9H-purin-6-yl]amine → HCID 178461949, compound

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Reaction Steps

[(S)-1-(7-Cyclopropyl-6-fluoro-1-pyridin-2-yl-1H-benzoimidazol-2-yl)ethyl]-[9-(tetrahydro-pyran-2-yl)-9H-purin-6-yl]amine (59 mg, 0.12 mmol) was dissolved in HCl in methanol (5 mL, 2.5M) and the reaction stirred at RT for 30 min. The reaction mixture was concentrated in vacuo and the resultant residue subjected to preparative HPLC (C18 Phenomenex column, 5-80% MeCN in water 0.1% formic acid, 20 min gradient) to yield 274 as a white solid (28 mg, 57%). 1H NMR 400 MHz (DMSO-d6): δ 12.83 (1H, br s), 8.50 (1H, br s), 8.22-7.58 (7H, m), 7.00 (1H, dd, J=11.3, 9.4 Hz), 5.66-5.20 (1H, m), 1.52 (3H, d, J=6.6 Hz), 1.32-1.21 (1H, m), 0.37-0.20 (2H, m), 1.89-0.07 (1H, m), 0.03-0.00 (1H, m), LCMS (Method K): RT=3.27 min, [M+H]+=415

Provenance & Evidence