Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Citric Acid | HCID 311 | — |
| Reactant | Chloroform | HCID 6212 | — |
| Reactant | Sodium Hydroxide | HCID 14798 | — |
| Reactant | HCID 66990363 | HCID 66990363 | — |
| Solvent | Methanol | HCID 887 | — |
| Solvent | 1,4-Dioxane | HCID 31275 | — |
| Product | HCID 66990073 | HCID 66990073 | 97.7% |
Reaction Steps
A 2 mol/L aqueous solution of sodium hydroxide (3.8 mL) was added to a solution mixture of methyl 4-(2-((tert-butoxycarbonyl)(ethyl)amino)phenyl)-2-(5-phenylpyridine-3-carboxamido)benzoate (0.84 g) in methanol (4.2 mL) and dioxane (4.2 mL) at room temperature, followed by stirring at the same temperature for 3 hours and 10 minutes. After adjusting the pH to 4.9 with a 10% aqueous solution of citric acid, chloroform was added thereto. The organic layer was separated, washed with water and a saturated aqueous solution of sodium chloride sequentially, and dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. Diisopropyl ether was added to the obtained residue, and the solid substance was collected by filtration to obtain 0.80 g of 4-(2-((tert-butoxycarbonyl)(ethyl)amino)phenyl)-2-(5-phenylpyridine-3-carboxamido)benzoic acid as a white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08492582B2 |
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| Source dataset | uspto-grants-2013_07 |
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| ORD ID | ord-bffd67905afa4aa7a4e3af4efbe39f8f |
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| Source note | uspto-grants-2013_07 |
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