Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4,6-Dichloro-2-(methylthio)pyrimidine | HCID 80531 | — |
| Reactant | Diisopropylethylamine | HCID 81531 | — |
| Reactant | tert-Butyl (2-amino-4-methylphenyl)carbamate | HCID 43259037 | — |
| Solvent | Dimethylacetamide | HCID 31374 | — |
| Product | HCID 86686754 | HCID 86686754 | 51.2% |
Reaction Steps
4,6-Dichloro-2-(methylsulfanyl)pyrimidine (50 mg) and tert-butyl (2-amino-4-methylphenyl)carbamate (57 mg) were dissolved in dimethylacetamide (250 μL), and N,N-diisopropyl ethylamine (69 μL) was added thereto, followed by stirring at 100° C. for 7 hours. After the completion of the reaction, the mixture was cooled to room temperature, and water was added thereto, followed by extraction with ethyl acetate. The extracts were washed with saturated brine, the organic layer was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate:hexane) to obtain a desired compound tert-butyl (2-{[6-chloro-2-(methylsulfanyl)pyrimidin-4-yl]amino}-4-methylphenyl)carbamate (50 mg) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08912180B2 |
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| Source dataset | uspto-grants-2014_12 |
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| ORD ID | ord-dc0d485005954c8dabda5dba7dded3e7 |
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| Source note | uspto-grants-2014_12 |
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