Hydrochloric Acid → (S)-N-(1-(6-fluoro-1-phenyl-1H-benzo[d]imidazol-2-yl)propyl)-7H-purin-6-amine

Participants

Reaction Steps

HCl (0.22 mL of a 4M solution in dioxane) was added to a solution of [(S)-1-(6-fluoro-1-phenyl-1H-benzoimidazol-2-yl)propyl]-[9-(tetrahydropyran-2-yl)-9H-purin-6-yl]amine (82 mg, 0.17 mmol) in MeOH (2 mL) and the reaction was stirred at RT for 10 min. The reaction mixture was passed through a 2 g Isolute® SCX-2 cartridge, eluting with 2M NH3/MeOH. The basic fraction was concentrated in vacuo to give 360 (65 mg, quant.) as a white solid. LCMS (Method K): RT 3.58 min [M+H]+ 388.1. 1H NMR (CD3OD, 400 MHz): δ 8.06 (1H, s), 8.04 (1H, br s), 7.61 (1H, dd, J=8.8, 4.6 Hz), 7.57-7.43 (5H, m), 7.02 (1H, ddd, J=9.6, 8.8, 2.7 Hz), 6.76 (1H, dd, J=8.7, 2.7 Hz), 5.44 (1H, br s), 2.14 (1H, dqd, J=14.8, 7.4, 6.5 Hz), 2.05 (1H, dqd, J=14.8, 7.4, 6.5 Hz), 0.95 (3H, t, J=7.4 Hz)

Provenance & Evidence