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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 573340Generated: October 30, 2026

Ammonium Chloride → [4-(Benzyloxy)phenyl](3,5-difluoropyridin-2-yl)methanone

https://huagongshe.com/reaction/573340

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant3,5-difluoro-N-methoxy-N-methylpicolinamideHCID 86688988—
ReactantHCID 178419638HCID 178419638—
SolventTetrahydrofuranHCID 8028—
Product[4-(Benzyloxy)phenyl](3,5-difluoropyridin-2-yl)methanoneHCID 66727888—

Reaction Conditions

Temperature-78 °C

Reaction Steps

To a stirred solution of 3,5-difluoro-N-methoxy-N-methylpyridine-2-carboxamide (2.5 g) in THF (50 mL) was added [4-(benzyloxy)phenyl](bromo)magnesium (1 M solution in THF, 12.3 mL) at −78° C. The mixture was stirred at −78° C. for 3 h, treated with saturated NH4Cl aqueous solution and extracted with AcOEt. The organic layer was dried over MgSO4 and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (AcOEt/hexane). The product was crystallized from AcOEt/hexane to give the title compound (2.3 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09029536B2
Source datasetuspto-grants-2015_05
ORD IDord-d4765b4f9f144aa68ef1447936c458e9
Source noteuspto-grants-2015_05