HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1466141Generated: November 2, 2026
Dimethylformamide → 6-{4-[2-(4-Cyanophenyl)ethyl]-2-oxopiperazin-1-yl}-5,6,7,8-tetrahydronaphthalene-2-carbonitrile
https://huagongshe.com/reaction/1466141
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Dimethylformamide | HCID 6228 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | 4-Nitrophenethyl bromide | HCID 79266 | — |
| Reactant | 6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile | HCID 89524966 | — |
| Catalyst | Tetrabutylammonium Iodide | HCID 67553 | — |
| Product | 6-{4-[2-(4-Cyanophenyl)ethyl]-2-oxopiperazin-1-yl}-5,6,7,8-tetrahydronaphthalene-2-carbonitrile | HCID 89533467 | — |
Reaction Steps
To a flask charged with 6-(2-Oxopiperazin-1-yl)-5,6,7,8-tetrahydronaphthalene-2-carbonitrile (30 mg, 0.12 mmol) and a stir bar was added 1-(2-Bromoethyl)-4-nitrobenzene (39 mg, 0.19 mmol), K2CO3 (69 mg, 0.50 mmol), Tetrabutylammonium Iodide (12 mg, 0.025 mmol), and DMF (1 mL). The mixture was heated to 50° C. for 16 hours. LC showed product formation. The desired product was purified by mass-directed reverse phase HPLC (AcCN-Water with 0.1% TFA). LC-MS (IE, m/z): 385 [M+1]+.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08999990B2 |
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| Source dataset | uspto-grants-2015_04 |
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| ORD ID | ord-ef5cbad648ea4d5598c34bbdf8a9dbd3 |
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| Source note | uspto-grants-2015_04 |
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