HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → Ethyl 1-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-2,7-naphthyridine-3-carboxylate
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Ethyl 1-chloro-2,7-naphthyridine-3-carboxylate | HCID 57947675 | — |
| Reactant | 4-{[(3,4-Dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidinium trifluoroacetate | HCID 68579867 | — |
| Solvent | tert-Butanol | HCID 6386 | — |
| Product | Ethyl 1-(4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidin-1-yl)-2,7-naphthyridine-3-carboxylate | HCID 68579568 | 6.4% |
Reaction Conditions
| Temperature | 170 °C |
|---|
Reaction Steps
In a sealed high pressure container with a Teflon lining was combined ethyl 1-chloro-2,7-naphthyridine-3-carboxylate (280 mg, 1.18 mmol), 4-{[(3,4-dichloro-5-methyl-1H-pyrrol-2-yl)carbonyl]amino}piperidinium trifluoroacetate (Intermediate 86; 957 mg), and K2CO3 (1.25 g) in 15 ml tert-butanol. The container was heated at 170° C. with stirring for 8 hours. The solution was concentrated by rotary evaporation and reconstituted with EtOAc. The organic layer was washed 4× with H2O, and dried over MgSO4. Product was purified on reverse phase Si to yield 36 mg white solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07709503B2 |
| Source dataset | uspto-grants-2010_05 |
| ORD ID | ord-6ed21360dfdf475c9d0f2d15091a0027 |
| Source note | uspto-grants-2010_05 |