Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | 6-Isopropyl-o-toluidine | HCID 78920 | — |
| Reactant | P,P-Diphenylphosphinic azide | HCID 199401 | — |
| Reactant | HCID 15818756 | HCID 15818756 | — |
| Solvent | Benzene | HCID 241 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 15818749 | HCID 15818749 | 74.3% |
Reaction Steps
To a stirred mixture of 325 mg of 4-(2-chlorophenyl)-6-methyl-2-phenyl-5-pyrimidinecarboxylic acid and 0.26 cc of diphenylphosphoryl azide in 5 cc of benzene was added dropwise 0.14 cc of triethylamine at room temperature. The resulting mixture was stirred at room temperature for 20 minutes and then heated under reflux for 20 minutes. After cooling, 0.18 cc of 2-isopropyl-6-methylaniline was added, followed by refluxing for 2 hours. After cooling, water was added to the reaction mixture and extracted with chloroform. The extract was dried over magnesium sulfate, and distilled to remove the solvent. The crude product thus obtained was purified by a silica gel column chromatography (eluent: ethyl acetate-hexane) to obtain 350 mg of compound 1.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US05500424 |
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| Source dataset | uspto-grants-1996_03 |
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| ORD ID | ord-ff56600c22fc430388afbcb9e9b9fb4f |
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| Source note | uspto-grants-1996_03 |
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