Sodium Sulfate → HCID 178486367, compound

Participants

Reaction Steps

To a solution of 4-[2-(4-amino-1-piperidinyl)ethyl]-6-(methyloxy)pyrido[2,3-b]pyrazin-3(4H)-one hydrochloride (0.105 g, 0.309 mmol) in 1:1 MeOH/DCM (16 mL) was added 4-(methyloxy)-7-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidine-2-carbaldehyde (0.074 g, 0.309 mmol), NaHCO3 (0.13 g, 1.55 mmol), and excess Na2SO4. The solution was stirred at ambient temperature for 16 h followed by the addition of NaBH(OAc)3 (0.196 g, 0.927 mmol). The resulting solution was stirred for an additional 2 h, then concentrated onto silica gel under vacuum and the crude residue was purified by column chromatography (silica gel) using a DCM/DCM-MeOH—NH4OH (90:10:1) gradient to yield the free base of the desired product as a yellowish oily film (0.114 g, 75%).

Provenance & Evidence