HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1187709Generated: October 30, 2026
5-(Trimethylstannyl)nicotinonitrile → (S)-5-{6-chloro-2-[1-(4-fluorophenyl)ethylamino]pyrimidin-4-yl}nicotinonitrile
https://huagongshe.com/reaction/1187709
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 5-(Trimethylstannyl)nicotinonitrile | HCID 18699045 | — |
| Reactant | (S)-4,6-Dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidin-2-amine | HCID 86659372 | — |
| Catalyst | Copper iodide | HCID 83717 | — |
| Catalyst | HCID 178418397 | HCID 178418397 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | (S)-5-{6-chloro-2-[1-(4-fluorophenyl)ethylamino]pyrimidin-4-yl}nicotinonitrile | HCID 86659396 | 25.1% |
Reaction Steps
187 mg of (S)-4,6-dichloro-N-[1-(4-fluorophenyl)ethyl]pyrimidine-2-amine (Reference Example 1), 175 mg of 5-(trimethylstannyl)nicotinonitrile, 25 mg of copper iodide and 75 mg of tetrakis(triphenylphosphine)palladium were added in turn to 3 ml of degassed toluene, and the mixture was stirred at 110° C. for 17 hours under argon atmosphere. The reaction solution was purified by silica gel column chromatography to obtain 58 mg of (S)-5-{6-chloro-2-[1-(4-fluorophenyl)ethylamino]pyrimidin 4-yl}nicotinonitrile as colorless oil.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08673891B2 |
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| Source dataset | uspto-grants-2014_03 |
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| ORD ID | ord-ddd5f293936247a29ded7aaed3380749 |
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| Source note | uspto-grants-2014_03 |
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