Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Lithium Chloride | HCID 433294 | — |
| Reactant | Pyridine, 4-(trimethylstannyl)- | HCID 11128458 | — |
| Reactant | HCID 66749702 | HCID 66749702 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66750081 | HCID 66750081 | 58.3% |
Reaction Steps
A mixture of Ethyl 5-(4-chlorobenzyl)-2-iodo-1,3-oxazole-4-carboxylate (261 mg, 0.666 mmol), Tetrakis(triphenylphosphine)palladium(0) (38.5 mg, 0.0333 mmol), Copper(I) iodide (38.1 mg, 0.200 mmol) and Lithium chloride (84.8 mg, 2.00 mmol) under atmosphere of argon was dissolved in 1,4-Dioxane (18 mL) and Trimethyl(4-pyridyl)tin (207 uL, 1.20 mmol) was added. The mixture was heated at 100° C. for 2 h. The mixture was evaporated and the residue was purified by chromatography to afford Ethyl 5-(4-chlorobenzyl)-2-pyridin-4-yl-1,3-oxazole-4-carboxylate (0.133 g, 58.2%). LCMS (FA) ES+ 343.2, 345.1
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09062038B2 |
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| Source dataset | uspto-grants-2015_06 |
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| ORD ID | ord-cbe5390d22fa4e41b9bcfe68916b5e85 |
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| Source note | uspto-grants-2015_06 |
|---|