HuagongsheHuagongshe Chemistry Print Report · For research reference only
Tetrahydro-4H-pyran-4-one → 4-(2-Fluoropyridin-3-YL)tetrahydro-2H-pyran-4-OL
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | Tetrahydro-4H-pyran-4-one | HCID 121599 | — |
| Reactant | 3-Bromo-2-fluoropyridine | HCID 2762778 | — |
| Reactant | HCID 178418918 | HCID 178418918 | — |
| Solvent | Tetrahydrofuran | HCID 8028 | — |
| Product | 4-(2-Fluoropyridin-3-YL)tetrahydro-2H-pyran-4-OL | HCID 59327184 | — |
Reaction Steps
To a solution of 3-bromo-2-fluoropyridine (0.93 g, 5.28 mmol) in THF (5 mL) was added dropwise isopropylmagnesium chloride (2.64 mL, 5.28 mmol, 2M solution) at room temperature. After overnight stirring, dihydro-2H-pyran-4(3H)-one (0.486 mL, 5.28 mmol) was added dropwise. Reaction was quenched with saturated NH4Cl solution and extracted with DCM. Purification by Biotage (0-10% MeOH/DCM) produced the desired product.
Provenance & Evidence
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US08318718B2 |
| Source dataset | uspto-grants-2012_11 |
| ORD ID | ord-d99fa56994f649d789f99736fda3df9b |
| Source note | uspto-grants-2012_11 |