HuagongsheHuagongshe Chemistry Print Report · For research reference only
Piperidine → 2-Methyl-6-[2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid ethyl ester
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Piperidine | HCID 8082 | — |
| Reactant | Oxindole | HCID 321710 | — |
| Reactant | HCID 21051547 | HCID 21051547 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 2-Methyl-6-[2-oxo-1,2-dihydro-indol-(3Z)-ylidene]-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid ethyl ester | HCID 11370686 | 58% |
Reaction Conditions
| Temperature | 110 °C |
|---|
Reaction Steps
A mixture of oxindole (44 mg, 0.33 mmol) and 2-methyl-6-oxo-1,4,5,6-tetrahydro-cyclopenta[b]pyrrole-3-carboxylic acid ethyl ester (Example A, 62 mg, 0.3 mmol) in DMF (5 mL)-piperidine (0.5 mL) was heated at 110° C. with stirring for 72 hours. Most of the solvent was removed under reduced pressure and the residue was diluted with ethanol. The resulted precipitate was collected by filtration, washed with ethanol and dried to give 56 mg (58%) of the titled compound as a yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07105562B2 |
| Source dataset | uspto-grants-2006_09 |
| ORD ID | ord-42764128e5c042eab751f33af6359458 |
| Source note | uspto-grants-2006_09 |