HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium bisulfate → HCID 58859168, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium bisulfate | HCID 516920 | — |
| Reactant | HCID 58859165 | HCID 58859165 | — |
| Reactant | HCID 178418443 | HCID 178418443 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 58859168 | HCID 58859168 | — |
Reaction Conditions
| Temperature | -78 °C |
|---|
Reaction Steps
To a solution of 3-benzyloxy-1-(2,2-dimethoxyethyl)-5-formyl-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide (168 mg) in tetrahydrofuran (6 ml) was added dropwise 0.89 M ethylmagnesium bromide (1.09 ml) with stirring at −78° C. After stirring at the same temperature for 10 min, 5% aqueous potassium hydrogen sulfate solution was added, and the mixture was extracted with ethyl acetate. The ethyl acetate layer was washed with saturated brine, dried and concentrated. The obtained residue was purified by silica gel column chromatography (ethyl acetate:hexane=2:1–4:1) to give 3-benzyloxy-1-(2,2-dimethoxyethyl)-5-(1-hydroxypropyl)-4-oxo-1,4-dihydropyridine-2-carboxylic acid 3-chlorobenzylamide (137 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07211572B2 |
| Source dataset | uspto-grants-2007_05 |
| ORD ID | ord-8ffdbefe3df249c0a6604fc816c170cc |
| Source note | uspto-grants-2007_05 |