Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium ethoxide | HCID 2723922 | — |
| Reactant | Pentafluoropropylamidine | HCID 3681554 | — |
| Reactant | Butanoic acid, 2-(ethoxymethylene)-4,4-difluoro-3-oxo-, ethyl ester | HCID 53395411 | — |
| Solvent | Ethanol | HCID 702 | — |
| Product | HCID 86660090 | HCID 86660090 | 40% |
Reaction Steps
A mixture of 1.62 g (10 mmol) of 2,2,3,3,3-pentafluoropropanimidamide and 2.22 g (10 mmol) of ethyl 2-(ethoxymethylene)-4,4-difluoro-3-oxobutanoate (for preparation see WO 2005/123690) in 10 ml of ethanol is stirred under reflux for 4 days after adding 0.68 g (10 mmol) of sodium ethylate. Concentration by evaporation in vacuo is then carried out and the residue is taken up in 10 ml of water and extracted twice with 10 ml of ethyl acetate. The organic phases are washed successively with 5 ml of water and 5 ml of saturated sodium chloride solution, dried over sodium sulphate, filtered and concentrated by evaporation in vacuo. Chromatographic purification with a mixture of cyclohexane and ethyl acetate gives 1.26 g of ethyl 4-(difluoromethyl)-2-(pentafluoroethyl)pyrimidine-5-carboxylate (40%) as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08946234B2 |
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| Source dataset | uspto-grants-2015_02 |
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| ORD ID | ord-e8e5cbbb0aaf4b7ea5b3d1bd852cf67d |
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| Source note | uspto-grants-2015_02 |
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