HuagongsheHuagongshe Chemistry Print Report · For research reference only
Methyl 4-chloroacetoacetate → HCID 178498740, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Methyl 4-chloroacetoacetate | HCID 36240 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | 2,4-Difluorophenyl isocyanate | HCID 593258 | — |
| Reactant | 1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde | HCID 5372812 | — |
| Reactant | HCID 86708340 | HCID 86708340 | — |
| Solvent | Isopropanol | HCID 3776 | — |
| Product | HCID 178498740 | HCID 178498740 | 75.5% |
Reaction Steps
To a solution of methyl 2-[(2,4-difluorophenyl)amino]-4-oxo-4,5-dihydrofuran-3-carboxylate (0.27 g, 1.0 mmol) which similarly prepared according to the procedure described in the Example 2, First step using methyl 4-chloroacetoacetate and 2,4-difluorophenyl isocyanate, and 7-azaindole-3-carboxaldehyde (0.15 g, 1.0 mmol) in 2-propanol (5.0 mL), L-proline (0.023 g, 0.20 mmol) was added at ambient temperature. The mixture was refluxed for 12 h. Cooled to ambient temperature, the precipitate was collected by filtration, washed with ethanol and diisopropyl ether then dried to afford the titled compound as solid (0.30 g, y. 75%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742113B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-4c23a98f7a514b1597e93d8e7901adbe |
| Source note | uspto-grants-2014_06 |