Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-Fluorophenol | HCID 9732 | — |
| Reactant | 2,4-Dichloro-6-methylpyrimidine | HCID 79471 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 62477123 | HCID 62477123 | 68.3% |
Reaction Steps
4-Fluorophenol (103 mg, 0.92 mmol) and potassium-tert-butylate (113 mg, 1.0 mmol) were dissolved in 7 mL of tetrahydrofurane. 2,4-dichloro-6-methylpyrimidine (150 mg, 0.92 mmol) was added and the mixture stirred at 20° C. overnight. Water was added and the mixture extracted with diethyl ether. Chromatography of the crude reaction product on silica gel using a heptane/ethyl acetate as an eluent gave the title compound (150 mg, 68%) as a slightly yellow solid. 1H NMR (CDCl3, 300 MHz): δ (ppm)=7.50-7.40 (m, 2H), 7.28 (t, 1H), 7.14 (d, 2H), 6.57 (s, 1H), 2.47 (s, 3H).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08962834B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-c71af14e56254b25a5597a8e40293093 |
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| Source note | uspto-grants-2015_02 |
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