HuagongsheHuagongshe Chemistry Print Report · For research reference only
Potassium Iodide → 3-[(3R)-{3-hydroxypyrrolidinyl]propoxy}[1,1'-biphenyl]-4-carbonitrile
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Potassium Iodide | HCID 4875 | — |
| Reactant | Methyl Ethyl Ketone | HCID 6569 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | (R)-3-Pyrrolidinol | HCID 2759337 | — |
| Reactant | 4'-{3-[(3R)-3-Aminopyrrolidinyl]propoxy}[1,1'-biphenyl]-4-carbonitrile | HCID 9923147 | — |
| Product | 3-[(3R)-{3-hydroxypyrrolidinyl]propoxy}[1,1'-biphenyl]-4-carbonitrile | HCID 70161386 | 69% |
Reaction Steps
4′-{3-[(3R)-3-Aminopyrrolidinyl]propoxy}[1,1′-biphenyl]-4-carbonitrile (200 mg, 0.74 mmol), (3R)-3-pyrrolidinol (70 mg, 0.81 mmol), potassium carbonate (152 mg) and potassium iodide (183 mg) in 25 mL of 2-butanone were heated at 110° C. for 72 hours. The mixture was evaporated under reduced pressure and the residue was purified by chromatography (CHCl3:MeOH:NH4OH, 9:1:0.1) to provide the title compound (69% yield).
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06620839B2 |
| Source dataset | uspto-grants-2003_09 |
| ORD ID | ord-4466d60a065a43e6ab5e2e4bcb58ec1e |
| Source note | uspto-grants-2003_09 |