Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | Sodium Cyanide | HCID 8929 | — |
| Reactant | 4-Bromo-1-hydroxyisoquinoline | HCID 319772 | — |
| Reactant | HCID 178418260 | HCID 178418260 | — |
| Product | HCID 178510361 | HCID 178510361 | 52.3% |
Reaction Steps
4-Bromo-1-hydroxyisoquinoline (1.56 g) was dissolved in N-methyl-2-pyrrolidine (25 mL), and copper cyanide (1.56 g) was added thereto. The mixture was stirred at 180° C. for 4 hr with heating. The reaction mixture was added to cool to 100° C. and added to an aqueous solution (125 mL) of sodium cyanide (31.25 g). The mixture was extracted with dichloromethane and the extract was dried and concentrated under reduced pressure. The residue was purified by silica gel chromatography to give 4-cyano-1-hydroxyisoquinoline (0.62 g) as a pale-yellow solid.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US07074794B2 |
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| Source dataset | uspto-grants-2006_07 |
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| ORD ID | ord-e297209212a341e9b02c2b927f4d1f4b |
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| Source note | uspto-grants-2006_07 |
|---|