HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 271590Generated: October 27, 2026
Hexane → 5-Bromo-4-isobutylamino-pyrimidine-2-carbonitrile
https://huagongshe.com/reaction/271590
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Hexane | HCID 8058 | — |
| Reactant | Potassium Cyanide | HCID 9032 | — |
| Reactant | (5-Bromo-2-chloro-pyrimidin-4-yl)-isobutyl-amine | HCID 17968203 | — |
| Reactant | Sodium p-toluenesulfonate | HCID 24195884 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Ethyl Acetate | HCID 8857 | — |
| Product | 5-Bromo-4-isobutylamino-pyrimidine-2-carbonitrile | HCID 17968261 | 84% |
Reaction Steps
To a solution of (5-bromo-2-chloro-pyrimidin-4-yl)-isobutyl-amine (11.2 mmol) in DMSO (30 ml) is added potassium cyanide (22.5 mmol) and sodium p-toluenesulfonic acid (3.75 mmol) in DMSO(17 ml) at room temperature. The mixture is stirred at 75° C. for 18 h and diluted with AcOEt. The organic layer is washed with water and brine, dried over sodium sulfate and concentrated. Chromatography on silica gel (n-hexane:AcOEt=25:1, 15:1 and 12:1) gives the product in 84% yield. Rf=46 (n-hexane:AcOEt=3:1)
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07452886B2 |
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| Source dataset | uspto-grants-2008_11 |
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| ORD ID | ord-d5b69e0d3c3f4b868f3baa2ff1438108 |
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| Source note | uspto-grants-2008_11 |
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