Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Tributylamine | HCID 7622 | — |
| Reactant | 2-Aminoimidazole | HCID 82140 | — |
| Reactant | Propanedioic acid, 2-(2,4,6-trifluorophenyl)-, 1,3-diethyl ester | HCID 2782662 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | HCID 178517381 | HCID 178517381 | — |
Reaction Steps
A mixture of diethyl 2-(2,4,6-trifluorophenyl)malonate (U.S. Pat. No. 6,156,925) (870 mg, 3.0 mmol), 2-aminoimidazole (Hel. Acta. Chim. 76, 2066 (1993))(274 mg, 3.3 mmol), and 1.0 mL of tributylamine is stirred under nitrogen atmosphere at 160° C. for 0.5 h and cooled to room temperature. The mixture is dissolved in ethyl acetate and the organic layer is washed with 1.0 N hydrochloric acide (×3) and saturated sodium chloride, dried over magnesium sulfate, and concentrated. The residue is dissolved in ethyl acetate (5 mL) and to this solution is added hexanes (50 mL). The precipitates are collected by filtration, washed with hexanes to give 6-(2,4,6-trifluorophenyl)imidazo[1,2-a]pyrimidine-5,7-diol as a tan solid (180 mg). MS: m/z 279.9(M−H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07915266B2 |
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| Source dataset | uspto-grants-2011_03 |
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| ORD ID | ord-1499e99efe26475aaac26ec789827062 |
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| Source note | uspto-grants-2011_03 |
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