HuagongsheHuagongshe Chemistry Print Report · For research reference only
Phenyl isocyanate → HCID 178498705, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Phenyl isocyanate | HCID 7672 | — |
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Methyl 4-chloroacetoacetate | HCID 36240 | — |
| Reactant | 1H-Pyrrolo[2,3-b]pyridine-3-carbaldehyde | HCID 5372812 | — |
| Reactant | HCID 18801993 | HCID 18801993 | — |
| Solvent | Methanol | HCID 887 | — |
| Product | HCID 178498705 | HCID 178498705 | 11% |
Reaction Steps
To a solution of methyl 4-oxo-2-(phenylamino)-4,5-dihydrofuran-3-carboxylate (0.047 g, 0.20 mmol) which similarly prepared according to the procedure described in the Example 2, First step using methyl 4-chloroacetoacetate and phenyl isocyanate, and 7-azaindole-3-carboxaldehyde (0.029 g, 0.20 mmol) in methanol (1.0 mL), piperidine (0.022 mL, 0.22 mmol) was added at ambient temperature. The mixture was refluxed for 5 days. Cooled to ambient temperature, the precipitate was collected by filtration, then purified by preparative HPLC, collected former fraction to afford the titled compound as solid (0.0075 g, y. 11%).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08742113B2 |
| Source dataset | uspto-grants-2014_06 |
| ORD ID | ord-23f2b69eedfb47a39ed73ad3c34f2599 |
| Source note | uspto-grants-2014_06 |