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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 748739Generated: October 28, 2026

Ammonium Chloride → HCID 23114779, compound

https://huagongshe.com/reaction/748739

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
Reactant2,5-DifluorobenzaldehydeHCID 137663—
Reactant2-Bromo-4-methylpyridineHCID 2734087—
ReactantHCID 178418918HCID 178418918—
SolventTetrahydrofuranHCID 8028—
ProductHCID 23114779HCID 23114779—

Reaction Steps

Under an argon atmosphere, a tetrahydrofuran solution (1.5 ml, 3 mmol) of isopropylmagnesium chloride was added dropwise to a tetrahydrofuran (2 ml) solution of 2-bromo-4-methylpyridine (334 μl, 3 mmol) under ice cooling and the mixture was stirred at room temperature for 60 minutes. Under ice cooling, 2,5-difluorobenzaldehyde (328 μl, 3 mmol) was added dropwise to the resulting brown solution. The temperature of the reaction mixture was raised gradually to room temperature. To the reaction mixture was added a saturated aqueous solution of ammonium chloride, followed by extraction with ethyl acetate. After drying the solvent, the residue obtained by concentration under reduced pressure was purified by silica gel chromatography (hexane:ethyl acetate=5:1), whereby the title compound (456 mg, 65%) was obtained as needle crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07399775B2
Source datasetuspto-grants-2008_07
ORD IDord-9cbb1266e4034be99c57b0163ee1635d
Source noteuspto-grants-2008_07