Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Tetrabutylammonium Fluoride | HCID 2724141 | — |
| Reactant | HCID 66955034 | HCID 66955034 | — |
| Product | HCID 66955415 | HCID 66955415 | 97.2% |
Reaction Steps
Tetrabutylammonium fluoride (2.1 mL of 1M solution in THF, 2.1 mmol) was added to 4-(4-fluoro-phenyl)-3-methyl-2-oxo-1-propoxymethyl-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester (140 mg, 0.34 mmol) under Ar. The mixture was heated at 65° C. overnight, then cooled. HCl (2N aqueous solution) was added and the mixture was extracted with diethyl ether. The combined extracts were washed with water and brine, dried on Na2SO4, filtered, and concentrated to dryness under reduced pressure. Purification by flash column (hexane/ethyl acetate gradient) gave 4-(4-fluoro-phenyl)-3-methyl-2-oxo-1,2,3,4-tetrahydro-pyrimidine-5-carboxylic acid ethyl ester (92 mg, 97%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08435990B2 |
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| Source dataset | uspto-grants-2013_05 |
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| ORD ID | ord-cc6328bf637e4d3abd1b8b3f997688d0 |
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| Source note | uspto-grants-2013_05 |
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