Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Dimethylacetamide | HCID 31374 | — |
| Reactant | Ethyl 3-(4-pyridyl)-3-oxopropionate | HCID 2735202 | — |
| Catalyst | Benzenesulfonic acid, 4-methyl-, compd. with pyridine (1:1) | HCID 466102 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 14929482 | HCID 14929482 | 99.8% |
Reaction Steps
Pyridinium p-toluene sulfonate (7.8 mg; 0.031 mmol) and DMF.DMA (5.35 mL; 40.3 mmol) were added to a solution of ethyl isonicotinoylacetate (6.0 g; 31.0 mmol) in anhydrous toluene (40 mL) and the mixture was heated to 90° C. for 3 hours. The mixture was cooled, water (50 mL) was added and the product was extracted with DCM (3×50 mL). The combined organic fractions were passed through a hydrophobic frit and the solvent was removed in vacuo to give the title compound as a purple oil (7.68 g; 99.8%). The compound was used directly without any further purification.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08802663B2 |
|---|
| Source dataset | uspto-grants-2014_08 |
|---|
| ORD ID | ord-d049829f72434d36829cf6cba526feb1 |
|---|
| Source note | uspto-grants-2014_08 |
|---|
