HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole → HCID 21906898, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole | HCID 798 | — |
| Reactant | Tetrahydrofuran | HCID 8028 | — |
| Reactant | Oxalyl chloride | HCID 65578 | — |
| Solvent | Diethyl Ether | HCID 3283 | — |
| Product | HCID 21906898 | HCID 21906898 | — |
Reaction Steps
Indole, intermediate A1, is treated with oxalyl chloride, in a solvent such as THF or diethyl ether, to provide the 3-indolylglyoxalyl chloride hydrochloride salt, which is further treated with NaOMe in MeOH, to yield the methyl 3-indolylglyoxylate, intermediate B1. A second indole, A1, is converted to the acetamide intermediate C1, by stirring A1 with NaH in DMF, followed by the addition of iodoacetamide. Intermediates B1 and C1 are suspended in THF and treated with 3 to 4 equivalents of a base such as KOtBu, to provide compound 1, which falls under the general class of 3-(indol-3-yl)-4-(1N-indolyl)-1H-pyrrole-2,5-diones.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07129250B2 |
| Source dataset | uspto-grants-2006_10 |
| ORD ID | ord-58e8b6653cff465ab0d08b0715b3963a |
| Source note | uspto-grants-2006_10 |