HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 507372Generated: October 26, 2026
N-methyl-2-pyrrolidone → Indole-5-carbonitrile, 3-(2-dimethylaminoethyl)-
https://huagongshe.com/reaction/507372
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | N-methyl-2-pyrrolidone | HCID 13387 | — |
| Reactant | 5-Bromo-N,N-Dimethyltryptamine | HCID 360252 | — |
| Reactant | HCID 178418546 | HCID 178418546 | — |
| Solvent | Ammonia | HCID 222 | — |
| Product | Indole-5-carbonitrile, 3-(2-dimethylaminoethyl)- | HCID 28511 | — |
Reaction Steps
A flask is charged with 5-bromo-dimethyltryptamin (5.34 g, 20 mmol), copper (I)cyanide (2.69 g, 30 mmol), and N-Methylpyrrolidone (20 ml). The mixture is heated at 200° C. for 9 hours under a nitrogen atmosphere and then left stirring over night. The brown mixture is poured on water to give a brown precipitate. This is suspended in ammonia (100 ml 25% solution in water), and the mixture is stirred over night. Extraction with TBME (3*100 ml), and removal of the solvent from the dried (sodium sulfate) organic layer gives the title product as a yellow solid (properties as in Reference Example 3).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07786156B2 |
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| Source dataset | uspto-grants-2010_08 |
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| ORD ID | ord-2d93bcf7986a4b8dbdebd94692561d1b |
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| Source note | uspto-grants-2010_08 |
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