Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Indole | HCID 798 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | L-Proline | HCID 145742 | — |
| Reactant | HCID 58488432 | HCID 58488432 | — |
| Catalyst | Copper(1+) iodide; Copper(I) iodide; Cuprous iodide; Cuprous iodide (CuI) | HCID 24350 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Product | HCID 66920309 | HCID 66920309 | 40.2% |
Reaction Steps
A mixture of the compound of step 1 (8.00 g, 27.4 mmol), indole (3.21 g, 27.4 mmol), copper(I) iodide (522 mg, 2.74 mmol), L-proline (636 mg, 5.48 mmol) and potassium carbonate (7.68 g, 54.8 mmol) in DMSO (50 ml) was stirred for 26 h at 125° C. The mixture was quenched with water and extracted with EA. The organic layer was separated, dried over sodium sulfate, filtered and evaporated. The residue was purified by preparative HPLC. The eluate was lyophilized overnight to give 3.10 g of the title compound.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08211885B2 |
|---|
| Source dataset | uspto-grants-2012_07 |
|---|
| ORD ID | ord-661fa915bfdc4959bf88256deb5011b7 |
|---|
| Source note | uspto-grants-2012_07 |
|---|
