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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1880091Generated: October 31, 2026

Tetrahydro-4H-pyran-4-one → 4-(2-Fluoropyridin-3-YL)tetrahydro-2H-pyran-4-OL

https://huagongshe.com/reaction/1880091

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTetrahydro-4H-pyran-4-oneHCID 121599—
Reactant3-Bromo-2-fluoropyridineHCID 2762778—
ReactantHCID 178418918HCID 178418918—
SolventTetrahydrofuranHCID 8028—
Product4-(2-Fluoropyridin-3-YL)tetrahydro-2H-pyran-4-OLHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318718B2
Source datasetuspto-grants-2012_11
ORD IDord-d99fa56994f649d789f99736fda3df9b
Source noteuspto-grants-2012_11