Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Chloride | HCID 5234 | — |
| Reactant | Ethanamine, 2,2,2-trifluoro- | HCID 9773 | — |
| Reactant | HCID 86041445 | HCID 86041445 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 11774169 | HCID 11774169 | 88.3% |
Reaction Steps
A solution of 4,6-dichloro-2-(1H-imidazol-1-yl)-5-(2,4,6-trifluorophenyl)pyrimidine (35 mg, 0.10 mmol) and 2,2,2-trifluoroethylamine (50 mg, 0.5 mmol) in 2 mL of N,N-dimethylformamide is stirred at room temperature for 1 h. A saturated sodium chloride solution is added, and the product is extracted with ehtyl acetate. The organic solution is washed with saturated sodium chloride (×4), dried over magnesium sulfate, and concentrated. The residue is chromatographed over silica gel, eluting with a gradient of 20% ethyl acetate in hexanes to 50% ethyl acetate in hexanes. Concentration provides 6-chloro-2-(1H-imidazol-1-yl)-N-(2,2,2-trifluoroethyl)-5-(2,4,6-trifluorophenyl)pyrimidin-4-amine as a light tan solid (36 mg, mp 168-170° C.). MS: m/z 408.2 (M+H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07524849B2 |
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| Source dataset | uspto-grants-2009_04 |
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| ORD ID | ord-6bdad1b7c7b144b8bbb3e63081b3168e |
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| Source note | uspto-grants-2009_04 |
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