Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Acryloyl chloride | HCID 13140 | — |
| Reactant | HCID 86713561 | HCID 86713561 | — |
| Solvent | Dichloromethane | HCID 6344 | — |
| Product | HCID 72944768 | HCID 72944768 | — |
Reaction Steps
2-(2-amino-6-methylphenylamino)-6-(2,6-dichloro-3,5-dimethoxyphenyl)-8-methylpyrido[2,3-d]pyrimidin-7(8H)-one (11) was taken up in DCM (2 ml) and cooled to 0° C., followed by addition of acryloyl chloride (0.010 mL, 0.13 mmol). The reaction was allowed to warm to room temperature and stirred overnight. The mixture was loaded directly onto silica gel and purified by flash chromatography using 0-100% EtOAc/Hexanes gradient to provide the product, N-(2-((6-(2,6-dichloro-3,5-dimethoxyphenyl)-8-methyl-7-oxo-7,8-dihydropyrido[2,3-d]pyrimidin-2-yl)amino)-3-methylphenyl)acrylamide (Compound E). The product was obtained as an off-white solid (10 mg; 19% yield). MS (ES+) C26H23Cl2N5O4, 540 [M+H]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08802697B2 |
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| Source dataset | uspto-grants-2014_08 |
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| ORD ID | ord-fac620d8cf334c11b836f69a44dc2293 |
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| Source note | uspto-grants-2014_08 |
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