HuagongsheHuagongshe Chemistry Print Report · For research reference only
Indole-5-carbonitrile → 3-(4-chlorobutanoyl)-1H-indole-5-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Indole-5-carbonitrile | HCID 27513 | — |
| Reactant | 4-Chlorobutyryl chloride | HCID 78370 | — |
| Reactant | 3-(4-Chlorobutyl)-5-cyanoindole | HCID 9881123 | — |
| Product | 3-(4-chlorobutanoyl)-1H-indole-5-carbonitrile | HCID 10220528 | — |
Reaction Steps
As per the process described in the JMC Article, 3-(4-chlorobutyl)-1H-indole-5-carbonitrile is prepared by reacting 5-cyanoindole with 4-chlorobutyryl chloride in the presence of isobutyl-AlCl2 to produce 3-(4-chlorobutyryl)-1H-indole-5-carbonitrile, which is then subjected to selective desoxygenation of the keto function with sodium bis(2-methoxyethoxy)aluminum hydride (Vitride/Red-Al) to produce the 3-(4-chlorobutyl)-1H-indole-5-carbonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09399630B2 |
| Source dataset | uspto-grants-2016_07 |
| ORD ID | ord-f50fd8d03dd04b75b22d1999b93cd01f |
| Source note | uspto-grants-2016_07 |