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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1038548Generated: October 30, 2026

Dimethylformamide → 5-Bromo-4-propylpicolinonitrile

https://huagongshe.com/reaction/1038548

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium BicarbonateHCID 516892—
Reactant2,5-Dibromo-4-propylpyridineHCID 86647194—
Product5-Bromo-4-propylpicolinonitrileHCID 6659818960%

Reaction Conditions

Temperature100 °C

Reaction Steps

To a solution of 2,5-dibromo-4-propylpyridine (100 mg, 0.444 mmol) in N,N-dimethylformamide (0.9 mL), dinitrile zinc (57 mg, 0.449 mmol) and tetrakistriphenylphosphine palladium (25 mg, 0.0222 mmol) were added at room temperature, and the mixture was stirred under microwave irradiation at 100° C. for 20 minutes. The reaction solution was added a saturated aqueous solution of sodium hydrogen carbonate, and extracted with hexane/ethyl acetate (4/1). The organic layer was washed with brine, dried over anhydrous sodium sulfate, and concentrated in vacuo. The obtained residue was purified by silica-gel column chromatography (hexane/ethyl acetate), and the title compound (60 mg (yield 60%)) was obtained as a colorless crystal.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08551985B2
Source datasetuspto-grants-2013_10
ORD IDord-f760e33cd0fd41e19a7c9d7b7cdaeb20
Source noteuspto-grants-2013_10