HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 712707Generated: October 29, 2026
Water → 4-(1-Benzyloxy-ethyl)-5-bromo-nicotinonitrile
https://huagongshe.com/reaction/712707
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Water | HCID 962 | — |
| Reactant | 4-(1-Benzyloxy-ethyl)-3,5-dibromo-pyridine | HCID 117667440 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | 4-(1-Benzyloxy-ethyl)-5-bromo-nicotinonitrile | HCID 117667424 | 64.5% |
Reaction Steps
To a solution of 4-(1-benzyloxy-ethyl)-3,5-dibromo-pyridine (400 mg, 1.1 mmol) in DMF (5 mL) is added copper cyanide (116 mg, 1.3 mmol). The mixture is heated and stirred at 150° C. for 3 h, then stirred at room temperature for 16 h. H2O is added and the mixture is extracted with EtOAc. The organic layers are combined and concentrated to give the crude product. Purification by flash column chromatography provides 225 mg of 4-(1-benzyloxy-ethyl)-5-bromo-nicotinonitrile.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US09181272B2 |
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| Source dataset | uspto-grants-2015_11 |
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| ORD ID | ord-90839c81f4a34d9db5c80f4d148c479b |
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| Source note | uspto-grants-2015_11 |
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