Methylamine → HCID 69296324, compound

Participants

Reaction Steps

Using general method D, Example B30 (150 mg, 0.585 mmol) and Example A44 (165 mg, 0.585 mmol) were combined to give the intermediate sulfide, 1-(1-tert-butyl-1H-pyrazol-4-yl)-3-(4-methyl-3-(8-methyl-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)urea (56 mg, 24% yield). Using a procedure analogous to Example A1, the sulfide (56 mg, 0.117 mmol) was combined with 2.0N methylamine in THF (0.59 mL, 1.173 mmol) to afford the desired product, 1-(1-tert-butyl-1H-pyrazol-4-yl)-3-(4-methyl-3-(8-methyl-2-(methylamino)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)urea (43 mg, 80% yield). 1H NMR (300 MHz, DMSO-d6), δ 1.22 (s, 9H), 2.06 (s, 3H), 2.90 (s, 3H), 3.53-3.60 (m, 3H), 6.01 (s, 1H), 7.14-7.16 (d, 1H), 7.27-7.29 (d, 1H), 7.34 (s, 1H), 7.67 (s, 1H), 7.68-7.81 (m, 1H), 8.60-8.65 (m, 1H), 8.74 (s, 1H), 10.06 (s, 1H); MS (ESI) m/z: 461.2 (M+H+).

Provenance & Evidence