Trifluoroacetic acid → HCID 178492161, compound

Participants

Reaction Steps

TFA (2.00 mL) was added to a stirred mixture of tert-butyl 4-((6-(6-methoxypyridin-3-ylamino)-5-(2-methyl-9-(tetrahydro-2H-pyran-2-yl)-9H-purin-6-yl)pyridin-3-yl)methyl)piperazine-1-carboxylate (112 mg, 0.182 mmol) in DCM (2.00 mL) and the mixture was stirred at room temperature for 1 h. The mixture was concentrated and re-diluted with DCM, NaHCO3 (aq) and water (10 mL each). The separated aqueous layer was extracted with DCM (4×20 mL) and the combined organic layers were washed with brine, dried over Na2SO4, concentrated and purified by flash column chromatography (DCM to 10% MeOH in DCM) to give N-(6-methoxypyridin-3-yl)-3-(2-methyl-9H-purin-6-yl)-5-(piperazin-1-ylmethyl)pyridin-2-amine (15 mg, 0.035 mmol, 19.11% yield) as a yellow solid. LCMS (API-ES) m/z 432 (M+H); 1H NMR (400 MHz, d6-DMSO) δ 12.63 (br. s., 1H) 9.69 (br. s., 1H) 8.60 (br. s., 1H) 8.54 (br. s., 1H) 7.86-8.30 (m, 3H) 6.85 (d, J=9.19 Hz, 1H) 3.85 (s, 3H) 3.52 (br. s., 2H) 2.90 (br. s., 4H) 2.85 (br. s., 3H) 2.37-2.49 (m, 4H).

Provenance & Evidence