Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Triethylamine | HCID 8471 | — |
| Reactant | Ammonium Chloride | HCID 25517 | — |
| Reactant | HCID 58859156 | HCID 58859156 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 58859135 | HCID 58859135 | 87% |
Reaction Steps
To a solution of 3-benzyloxy-1-(2,2-dimethoxyethyl)-5-(1-hydroxy-2,2-dimethylpropyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide (120 mg) obtained in Example 118, Step 2 in dimethyl sulfoxide (5 ml) were added triethylamine (1.1 ml) and sulfur trioxide pyridine complex (450 mg) and the mixture was stirred at room temperature for 1 hr. A saturated aqueous ammonium chloride solution was added to the reaction mixture and the mixture was extracted twice with ethyl acetate (30 ml). The combined ethyl acetate layer washed with water, dried, concentrated and purified by silica gel column chromatography (ethyl acetate:hexane=1:3) to give 3-benzyloxy-1-(2,2-dimethoxyethyl)-5-(2,2-dimethylpropionyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide (104 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07211572B2 |
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| Source dataset | uspto-grants-2007_05 |
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| ORD ID | ord-a27bdbbd42b545d496fe0865b2eab9a8 |
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| Source note | uspto-grants-2007_05 |
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