Pyrrolidine → HCID 86267821, compound

Participants

Reaction Steps

A solution of Example C3 (0.087 g, 0.207 mmol) in pyrrolidine (1.75 mL, 21.31 mmol) was heated at 100° C. in a sealed vessel overnight, cooled to RT, concentrated to dryness and purified via silica gel chromatography (EtOAc, MeOH/DCM). The material was treated with MeCN, sonicated and the resulting solid collected via filtration and dried to afford 3-methyl-5-(6-methyl-5-((2-(1-methyl-1H-pyrazol-4-yl)pyridin-4-yl)oxy)pyridin-2-yl)-2-(pyrrolidin-1-yl)pyrimidin-4(3H)-one (62 mg, 67%). 1H NMR (400 MHz, DMSO-d6): δ 8.65 (s, 1H), 8.35 (d, J=5.7 Hz, 1H), 8.30 (d, J=8.6 Hz, 1H), 8.25 (s, 1H), 7.96 (s, 1H), 7.54 (d, J=8.6 Hz, 1H), 7.24 (d, J=2.4 Hz, 1H), 6.60 (dd, J=5.7, 2.4 Hz, 1H), 3.84 (s, 3H), 3.58 (m, 4H), 3.45 (s, 3H), 2.35 (s, 3H), 1.87 (m, 4H); MS (ESI) m/z: 444.2 (M+H+).

Provenance & Evidence