HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Carbonate → HCID 117696310, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | Trimethylboroxine | HCID 574072 | — |
| Reactant | HCID 117696450 | HCID 117696450 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 117696310 | HCID 117696310 | 78% |
Reaction Conditions
| Temperature | 100 °C |
|---|
Reaction Steps
Trimethylboroxine (5.7 mL, 41 mmol) is added to 4-chloro-3-(2-oxo-propyl)-pyridine-2-carboxylic acid tert-butylamide (3.63 g, 13.5 mmol), potassium carbonate (9.33 g, 67.5 mmol) and 1,1′-bis(diphenylphosphino)ferrocene-palladium(11)dichloride dichloromethane complex (1.10 g, 1.35 mmol) in DMF (60 mL) and the reaction mixture is heated at 100° C. overnight. Volatiles are evaporated under reduced pressure and the residue dissolved with EtOAc/water. The organic layer is separated, dried and evaporated under reduce pressure to give a residue that is purified by flash chromatography (eluent 0-30% EtOAc/cyclohexane) to furnish 4-methyl-3-(2-oxo-propyl)-pyridine-2-carboxylic acid tert-butylamide (2.61 g, 78%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09371282B2 |
| Source dataset | uspto-grants-2016_06 |
| ORD ID | ord-d17c3b2ebf65457d9280d172a78fad6e |
| Source note | uspto-grants-2016_06 |