HuagongsheHuagongshe Chemistry Print Report · For research reference only
Triphenylphosphine → 2-((4-Fluorotetrahydro-2h-pyran-4-yl)methoxy)-5-iodo-3-(trifluoromethyl)pyridine
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Triphenylphosphine | HCID 11776 | — |
| Reactant | Di-tert-butyl diazene-1,2-dicarboxylate | HCID 6034084 | — |
| Reactant | (4-Fluorooxan-4-yl)methanol | HCID 56971676 | — |
| Reactant | HCID 178517797 | HCID 178517797 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 2-((4-Fluorotetrahydro-2h-pyran-4-yl)methoxy)-5-iodo-3-(trifluoromethyl)pyridine | HCID 67126652 | — |
Reaction Steps
A mixture of EXAMPLE 37C (0.537 g), 5-iodo-3-(trifluoromethyl)pyridin-2-ol (1.156 g), and triphenylphosphine (1.574 g) in tetrahydrofuran (20 mL) was cooled to 0° C. To this solution was added (E)-di-tert-butyl diazene-1,2-dicarboxylate (0.921 g). The reaction mixture was stirred overnight. The solvent was removed, and the residue was purified with column flash chromatography on silica gel eluting with 4:1 hexanes/ethyl acetate to give the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US09034875B2 |
| Source dataset | uspto-grants-2015_05 |
| ORD ID | ord-b34ead4c6b2e4e4fa5c2d756e5cbf437 |
| Source note | uspto-grants-2015_05 |