Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Ethyl Acetate | HCID 8857 | — |
| Reactant | Potassium Fluoride | HCID 522689 | — |
| Reactant | 2-(Tributylstannyl)pyrimidine | HCID 2763251 | — |
| Reactant | 2-Bromo-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester | HCID 13282759 | — |
| Catalyst | HCID 178418476 | HCID 178418476 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 59579876 | HCID 59579876 | — |
Reaction Steps
A mixture of 2-bromo-4-trifluoromethyl-thiazole-5-carboxylic acid ethyl ester (303 mg), 2-tributylstannanyl-pyrimidine (553 mg) and dichlorobis(triphenylphosphine)-palladium (II) (70 mg) in dioxane (5 mL) is heated at 110° C. in a sealed tube overnight. After the reaction mixture is cooled, a potassium fluoride solution and EtOAc are added and the mixture is stirred for 1 h and filtered. The organic layer is separated and aqueous layer is extracted with EtOAc once. The combined extracts are concentrated and the residue is purified by chromatography (silica gel, 4:1 Hexane and EtOAc) to give the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09133204B2 |
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| Source dataset | uspto-grants-2015_09 |
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| ORD ID | ord-ae8bcc6532d840c49027d8df428a923e |
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| Source note | uspto-grants-2015_09 |
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