Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 3-Hydroxybenzoate | HCID 88068 | — |
| Reactant | 2,5-Dibromothiazole | HCID 312394 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 70982101 | HCID 70982101 | 80.4% |
Reaction Steps
A mixture of 2,5-dibromothiazole (500 mg, 2.06 mmol), methyl 3-hydroxybenzoate (313 mg, 2.06 mmol) and potassium carbonate (341 mg, 2.47 mmol) in DMF (4 mL) was heated at 140° C. in a microwave reactor for 20 min. After cooling to room temperature, the reaction mixture was poured into water and extracted with ethyl acetate. The organic layer was separated, washed with brine, dried over anhydrous MgSO4, filtered, and concentrated. The resulting residue was purified by flash chromatography (0-100% ethyl acetate:hexanes) to afford the title compound (520 mg, 80% yield). LCMS, [M+H]+=315.9.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09062028B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-768c7b7ee1384ab4b48d0a95f4bb5e30 |
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| Source note | uspto-grants-2015_06 |
|---|