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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1026755Generated: November 4, 2026

Dimethylformamide → HCID 86690480, compound

https://huagongshe.com/reaction/1026755

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantPhenylboronic AcidHCID 66827—
ReactantHCID 86690481HCID 86690481—
CatalystHCID 178418397HCID 178418397—
SolventEthanolHCID 702—
SolventWaterHCID 962—
ProductHCID 86690480HCID 8669048087.7%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 4-bromo-N-propylpyridine-2-carboxamide (450 mg), phenylboronic acid (330 mg), potassium carbonate (380 mg), tetrakis(triphenylphosphine)palladium (210 mg), dimethylformamide (6.5 mL) and ethanol (3.5 mL) was stirred under irradiation with microwave while heating at 150° C. for 10 min. Water was added to the reaction mixture, followed by extraction with ethyl acetate. The organic phase was washed with water and brine, and then dried over anhydrous magnesium sulfate. After the desiccant was filtered off, the solvent was distilled off under reduced pressure. The resulting residue was purified by column chromatography (silica gel cartridge, hexane:ethyl acetate=67:33-50:50) to afford 4-phenyl-N-propylpyridine-2-carboxamide (390 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08729271B2
Source datasetuspto-grants-2014_05
ORD IDord-3536f8563c4743a7ac201efcf54a0535
Source noteuspto-grants-2014_05