Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Iodide | HCID 5238 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Morpholine, 4-(2-chloroethyl)-, hydrochloride (1:1) | HCID 77210 | — |
| Reactant | HCID 67273711 | HCID 67273711 | — |
| Solvent | Acetonitrile | HCID 6342 | — |
| Product | HCID 67273201 | HCID 67273201 | 52% |
Reaction Steps
To 100 mg (0.503 mmol) of the intermediate 2-cyclopent-1-enyl-1H-indol-4-ol in 2 mL CH3CN was added 819 mg (2.51 mmol, 5 eq) cesium carbonate, 94 mg (0.503 mmol) of 4-(2-chloroethyl)morpholine hydrochloride and a catalytic amount of NaI. The reaction mixture was heated at 50° C. for 3 h, partitioned between EtOAc and H2O, washed with aqueous NaCl solution, dried (MgSO4), and concentrated under vacuum to yield 81 mg (52%) of 2-cyclopent-1-enyl-4-(2-morpholin-4-yl-ethoxy)-1H-indole.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|
| Patent number | US08716493B2 |
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| Source dataset | uspto-grants-2014_05 |
|---|
| ORD ID | ord-d91dc0a29e784646bac82a0bc482ffb9 |
|---|
| Source note | uspto-grants-2014_05 |
|---|
