HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 913436Generated: October 27, 2026
Cesium carbonate → 1-(Cyanomethyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile
https://huagongshe.com/reaction/913436
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Bromoacetonitrile | HCID 11534 | — |
| Reactant | 4-(trifluoromethyl)-1H-indole-5-carbonitrile | HCID 67405449 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 1-(Cyanomethyl)-4-(trifluoromethyl)-1H-indole-5-carbonitrile | HCID 24983834 | 84.7% |
Reaction Steps
To 4-(trifluoromethyl)-1H-indole-5-carbonitrile (0.210 g, 1.00 mmol) in DMF (20 mL), was added Cs2CO3 (0.489 g, 1.50 mmol) and bromoacetonitrile (0.180 g, 1.50 mmol). The reaction mixture was heated at 75° C. under an N2 atmosphere for 1 hr. Dilution with water was followed by extraction with Et2O. The combined organic portions were washed with brine, dried (Na2SO4), filtered, and concentrated in vacuo. Purification (SiO2, EtOAc/hexanes) afforded 0.211 g of the title compound: MS (ESI): m/z 250 (M+1).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08026262B2 |
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| Source dataset | uspto-grants-2011_09 |
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| ORD ID | ord-d721e6f6113740288cbb098275552a04 |
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| Source note | uspto-grants-2011_09 |
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