Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Potassium Acetate | HCID 517044 | — |
| Reactant | 2,4-Dibromo-1,3-thiazole | HCID 2763297 | — |
| Reactant | HCID 178517141 | HCID 178517141 | — |
| Catalyst | Copper | HCID 23978 | — |
| Catalyst | Cuprous chloride | HCID 62652 | — |
| Solvent | Pyridine | HCID 1049 | — |
| Product | HCID 18449359 | HCID 18449359 | — |
Reaction Steps
A mixture of 2-hydroxybenzimidazole (1.20 g, 8.95 mmol), 2,4-dibromothiazole (6.50 g, 26.8 mmol), copper powder (1.42 g, 22.4 mmol), CuCl (177 mg, 1.79 mmol), and KOAc (2.20 g, 22.4 mmol) in pyridine (10 mL) were heated at 60° C. for 2 h. The cooled mixture was partitioned between EtOAc (40 mL) and 10% aqueous citric acid (20 mL) and the organic layer was dried over Na2SO4, filtered, and concentrated under reduced pressure. The crude product was purified by silica gel chromatography, eluting with a gradient of hexane:EtOAc-100:0 to 50:50, to give the title compound. MS: m/z=298 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08003792B2 |
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| Source dataset | uspto-grants-2011_08 |
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| ORD ID | ord-df3b5eb820194af8a88a70915013a1ab |
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| Source note | uspto-grants-2011_08 |
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