Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Methanol | HCID 887 | — |
| Reactant | HCID 22648753 | HCID 22648753 | — |
| Catalyst | Sulfuric Acid | HCID 1118 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 69849909 | HCID 69849909 | 28% |
Reaction Steps
A few drops of concentrated sulfuric acid were added to a methanol solution of 2.00 g (5.32 mmol) of 5-(1-{[2-(4-chlorophenyl)-propionyl]methylamino}-2-methylpropyl)-pyrimidine-4-carboxylic acid, followed by heating and refluxing for 5 hours. After completion of the reaction, water was added, followed by extraction with ethyl acetate, and the extract was washed with an aqueous sodium chloride solution, dried over magnesium sulfate and concentrated, and the obtained oily product was purified by silica gel column chromatography (ethyl acetate:n-hexane=1:1 to ethyl acetate) to obtain 0.59 g (yield: 28%) of 5-(1-{[2-(4-chlorophenyl)-propionyl]methylamino}-2-methylpropyl)-pyrimidine-4-carboxylic acid methyl ester (diastereomer A-isomer) as colorless oily product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US06806230B1 |
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| Source dataset | uspto-grants-2004_10 |
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| ORD ID | ord-4acca31a96a947e587095c89869a174c |
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| Source note | uspto-grants-2004_10 |
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