HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 69052318, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Methyl 5,6-Dichloronicotinate | HCID 2782166 | — |
| Reactant | HCID 24822464 | HCID 24822464 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 69052318 | HCID 69052318 | 89.6% |
Reaction Steps
To a solution of tert-butyl [(2R)-2-(3-chlorophenyl)-2-hydroxyethyl][2-(4-hydroxyphenyl)ethyl]carbamate (600 mg) and potassium carbonate (254 mg) in dimethylsulfoxide (6.0 ml) was added methyl 5,6-dichloro-3-pyridinecarboxylate (347 mg), and the mixture was stirred at room temperature for 12 hours. The mixture was partitioned between ethyl acetate and water. The organic layer was separated, washed with water and brine, dried over magnesium sulfate and evaporated under reduced pressure. The residue was purified by column chromatography on silica gel (hexane/ethyl acetate=2/1) to give methyl 6-[4-[2-[(tert-butoxycarbonyl)[(2R)-2-(3-chlorophenyl)-2-hydroxyethyl]amino]ethyl]phenoxy]-5-chloronicotinate (770 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07037938B2 |
| Source dataset | uspto-grants-2006_05 |
| ORD ID | ord-5349b97b813f4f61b9b82b7f1ad40cb2 |
| Source note | uspto-grants-2006_05 |