HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 3-((4-Cyclopentylphenoxy)methyl)pyridin-2-amine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | 4-Cyclopentylphenol | HCID 15202 | — |
| Reactant | Diisopropyl azodicarboxylate | HCID 5363146 | — |
| Reactant | (2-Aminopyridin-3-yl)methanol | HCID 11159325 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 3-((4-Cyclopentylphenoxy)methyl)pyridin-2-amine | HCID 68280929 | 8.5% |
Reaction Steps
Diisopropylazodicarboxylate (0.714 mL) was added to a solution of triphenylphosphine (951 mg), (2-aminopyridin-3-yl)methanol (300 mg) and 4-cyclopentylphenol (392 mg) in THF (dry) (20 mL) at room temperature and the mixture was stirred for 20 hr. Volatiles were removed in vacuo with silica-gel. The silica-supported mixture was purified by column chromatography (1st; NH-silica gel, eluted with EtOAc in hexane, 2nd; silica gel, eluted with EtOAc in hexane) to give the title compound (55.4 mg) as a white powder.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08575154B2 |
| Source dataset | uspto-grants-2013_11 |
| ORD ID | ord-f7ff855c9cd3434897a4fd7824bc0f8c |
| Source note | uspto-grants-2013_11 |