Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methylamine | HCID 6329 | — |
| Reactant | m-Chloroperbenzoic acid | HCID 70297 | — |
| Reactant | HCID 69297385 | HCID 69297385 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 69298838 | HCID 69298838 | 72% |
Reaction Steps
Using a procedure analogous to Example A1, 1-(3-tert-butyl-1-phenyl-1H-pyrazol-5-yl)-3-(2-fluoro-4-methyl-5-(8-methyl-2-(methylthio)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)urea (0.25, 0.43 mmol), MCPBA (0.081 g, 0.47 mmol) and 2 M methylamine in THF (1 mL) were combined to provide 1-(3-tert-butyl-1-phenyl-1H-pyrazol-5-yl)-3-(2-fluoro-4-methyl-5-(8-methyl-2-(methylamino)-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-6-yl)phenyl)urea as white solid (0.17 g, 72% yield). 1H NMR (400 MHz, DMSO-d6): δ 8.90 (d, J=2.0 Hz, 1H), 8.81 (s, 1H), 8.60 (s, 1H), 7.93 (d, J=8.4 Hz, 1H), 7.83-7.78 (m, 1H), 7.65 (s, 1H), 7.54-7.47 (m, 4H), 7.43-7.38 (m, 1H), 7.11 (d, J=12.0 Hz, 1H), 6.34 (s, 1H), 3.59 (s, 3H), 2.90 (d, J=4.4 Hz, 1H), 2.05 (s, 3H), 1.23 (s, 9H); MS (ESI) m/z; 555.2 (M+H+).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08188113B2 |
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| Source dataset | uspto-grants-2012_05 |
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| ORD ID | ord-ba18f6702f6e4bc390d27658ab76c887 |
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| Source note | uspto-grants-2012_05 |
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