Methylamine → HCID 69037005, compound

Participants

Reaction Steps

Using a procedure analogous to Example A1, 1-(3-tert-butyl-1-methyl-1H-pyrazol-5-yl)-3-(4-methyl-3-(8-methyl-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)urea (217 mg, 0.441 mmol) and 2.0N methylamine in THF (2.2 mL, 4.41 mmol) were combined and purified by reverse phase chromatography (Biotage C18-25 column, 10-100% acetonitrile/water) and neutralized with 10% sodium carbonate to give 1-(3-tert-butyl-1-methyl-1H-pyrazol-5-yl)-3-(4-methyl-3-(8-methyl-2-(methylamino)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)urea (60 mg, 28% yield). 1H NMR (300 MHz, DMSO-d6): δ 1.15 (s, 9H), 2.06 (s, 3H), 2.90 (s, 3H), 3.53-3.63 (m, 6H), 6.02 (s, 1H), 7.12-7.14 (m, 1H), 7.23-7.26 (m, 1H), 7.34 (s, 1H), 7.66-7.80 (m, 2H), 8.42 (s, 1H), 8.58-8.68 (m, 1H), 8.79 (s, 1H); MS (ESI) m/z: 475.2 (M+H+).

Provenance & Evidence