HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1748508Generated: October 30, 2026
4-Methoxybenzylamine → HCID 86692458, compound
https://huagongshe.com/reaction/1748508
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Methoxybenzylamine | HCID 75452 | — |
| Reactant | 2-(Di-tert-butylphosphino)biphenyl | HCID 2734215 | — |
| Reactant | Sodium t-butoxide | HCID 23676156 | — |
| Reactant | HCID 67997680 | HCID 67997680 | — |
| Catalyst | palladium(II) acetate | HCID 167845 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Toluene | HCID 1140 | — |
| Product | HCID 86692458 | HCID 86692458 | 21.4% |
Reaction Steps
Palladium (II) acetate (90 mg), 2-(di-tert-butylphosphino)biphenyl (240 mg), sodium tert-butoxide (1.35 g), toluene (20 ml) and p-methoxybenzylamine (1.81 g) were added to 1-(5-bromopyridin-2-yl)cyclohexanecarbonitrile (2.5 g), and stirred at 100° C. for two hours. Water was added to the reaction solution, the resulting precipitate was filtered, the filtrate was extracted with ethyl acetate and the organic layer was concentrated. The residue was purified with silica gel chromatography (n-hexane/ethyl acetate) to give 1-{5-[(4-methoxybenzyl)amino]pyridin-2-yl}cyclohexanecarbonitrile (650 mg) as a solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09150555B2 |
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| Source dataset | uspto-grants-2015_10 |
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| ORD ID | ord-bfbbc6b4c3374b2a9a04a2b70cfc5ab9 |
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| Source note | uspto-grants-2015_10 |
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