HuagongsheHuagongshe Chemistry Print Report · For research reference only
Hydrochloric Acid → HCID 178420162, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Hydrochloric Acid | HCID 313 | — |
| Reactant | Isopropanol | HCID 3776 | — |
| Reactant | Sodium Azide | HCID 33557 | — |
| Reactant | HCID 86703283 | HCID 86703283 | — |
| Catalyst | Zinc bromide | HCID 10421208 | — |
| Solvent | Water | HCID 962 | — |
| Product | HCID 178420162 | HCID 178420162 | 85.4% |
Reaction Steps
To a mixture of 6-(6-cyclopropyl-2-phenyl-1H-indol-3-ylmethyl)pyridine-2-carbonitrile (93 mg), sodium azide (86.5 mg), isopropyl alcohol (3.2 mL), and water (2.1 mL) was added zinc bromide (74.9 mg), and this mixture was heated under reflux for 23 hours while stirring. The reaction mixture was left to be cooled. To the reaction mixture was added 1 mol/L hydrochloric acid, followed by extraction with ethyl acetate. The organic layer was washed with saturated brine, dried over anhydrous sodium sulfate, and then concentrated under reduced pressure. The residue was purified by silica gel column chromatography (eluting solvent: methanol-dichloromethane) to obtain the title compound (89.2 mg).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08815903B2 |
| Source dataset | uspto-grants-2014_08 |
| ORD ID | ord-eac306127bf24b96af10739e95f11421 |
| Source note | uspto-grants-2014_08 |