Dimethylformamide → HCID 16123906, compound

Participants

Reaction Steps

8-Ethyl-2-(4-hydroxyphenylamino)-4-methyl-6-phenylpyrido[2,3-]pyrimidin-7(8H)-one (70 mg, 0.188 mmol) from above, 1-(2-chloroethyl)piperidine hydrochloride (245.0 mg, 1.331 mmol) and K2CO3 (450.0 mg, 3.261 mmol) were added to DMF (5 mL). The reaction was heated to reflux for ten minutes then cooled to room temperature and partitioned between aqueous and organic layers with ethyl acetate and H2O. The organic layer was dried with anhydrous magnesium sulfate, filtered and evaporated. The residue was directly applied to prep-LC to provide 8-Ethyl-4-methyl-6-phenyl-2-({4-[(2-piperidin-1-ylethyl)oxy]phenyl}amino)pyrido[2,3-d]pyrimidin-7(8H)-one (17.0 mg, 77% yield): 1H NMR (400 MHz, DMSO-d6): δ 10.00 (bs, 1H), 8.10 (s, 1H), 7.70 (m, 4H), 7.40 (m, 3H), 6.95 (d, 2H), 4.40 (q, 2H), 4.10 (bs, 2H), 3.40 (bs, 6H), 2.60 (s, 3H), 1.60 (bs, 4H), 1.40 (bs, 2H), 1.23 (t, 3H); MS (EI) for C29H33N5O2: 484.1 (MH+).

Provenance & Evidence