HuagongsheHuagongshe Chemistry Print Report · For research reference only
3-Pyridinemethanol → HCID 90203859, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 3-Pyridinemethanol | HCID 7510 | — |
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Diethyl azodicarboxylate | HCID 5462977 | — |
| Reactant | HCID 136491270 | HCID 136491270 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | HCID 90203859 | HCID 90203859 | — |
Reaction Steps
To a solution of [3-(4-hydroxy-phenyl)-isoxazol-4-yl]-carbamic acid tert-butyl ester (100 mg, 0.362 mmol), 3-pyridylmethanol (40 μL, 0.42 mmol)) and triphenylphosphine (200 mg, 0.76 mmol) in THF (2.1 mL) at 0° C. was added diethylazodicarboxylate (155 μL, 0.85 mmol) over 1.5 h. The reaction mixture was warmed rt for 24 h. Volatiles were removed under reduced pressure and the crude product was dry-loaded onto silica gel. Chromatography (1-2.5% CH3OH in CH2Cl2) provided {3-[4-(pyridin-3-ylmethoxy)-phenyl]isoxazol-4-yl}-carbamic acid tert-butyl ester.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09290465B2 |
| Source dataset | uspto-grants-2016_03 |
| ORD ID | ord-227ae88d118544d699d6efeb62581403 |
| Source note | uspto-grants-2016_03 |