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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2168041Generated: October 30, 2026

Triphenylphosphine → 2-((4-Fluorotetrahydro-2h-pyran-4-yl)methoxy)-5-iodo-3-(trifluoromethyl)pyridine

https://huagongshe.com/reaction/2168041

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDi-tert-butyl diazene-1,2-dicarboxylateHCID 6034084—
Reactant(4-Fluorooxan-4-yl)methanolHCID 56971676—
ReactantHCID 178517797HCID 178517797—
SolventTetrahydrofuranHCID 8028—
Product2-((4-Fluorotetrahydro-2h-pyran-4-yl)methoxy)-5-iodo-3-(trifluoromethyl)pyridineHCID 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

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09045475B2
Source datasetuspto-grants-2015_06
ORD IDord-2cd1c78be5854482a05706782e66512e
Source noteuspto-grants-2015_06