HCID 68157070, compound → HCID 178461934, compound

Participants

Reaction Steps

A solution of {(S)-1-[1-(3,5-difluorophenyl)-6-fluoro-1H-benzoimidazol-2-yl]ethyl}-[9-(tetrahydropyran-2-yl)-9H-purin-6-yl]amine (137 mg, 0.28 mmol) in 4M HCL in dioxane (10 mL) was stirred for 1 h at RT. The reaction mixture was concentrated in vacuo, diluted with MeOH and loaded onto an Isolute® SCX-2 cartridge. The cartridge was washed with MeOH, followed by 2M NH3/MeOH. The basic fractions were combined and concentrated in vacuo. The resulting residue was purified by column chromatography (Si—PPC, gradient 2.5-10% 2M NH3 in MeOH/DCM) to afford 361 as a white solid (48 mg, 42%). LCMS (Method K): RT 3.65 min [M+H]+ 410. 1H NMR (CDCl3, 400 MHz): δ 12.87 (1H, bs), 8.09-7.94 (3H, m), 7.70 (1H, dd, J=9.0, 5.0 Hz), 7.40-7.38 (2H, m), 7.27-7.23 (1H, m), 7.11 (1H, ddd, J=10.0, 10.0, 2.5 Hz), 7.05-7.02 (1H, m), 5.71-5.61 (1H, m), 1.63 (3H, d, J=7.0 Hz)

Provenance & Evidence