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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 559734Generated: October 30, 2026

Dimethylformamide → HCID 59278335, compound

https://huagongshe.com/reaction/559734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantHCID 59278270HCID 59278270—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 59278335HCID 59278335—

Reaction Conditions

Temperature120 °C

Reaction Steps

In a sealed tube was added N-(5-bromo-pyrimidin-2-yl)-N-methyl-acetamide (0.70 g, 3.04 mmol), Zn(CN)2 (0.59 g, 5.00 mmol) and tetrakis(triphenylphosphine)palladium(0) (0.35 g, 0.30 mmol) in anhydrous DMF was degassed with Argon for 5 minutes and then warmed at 120° C. After 5 hours, the mixture was cooled and diluted with saturated aqueous NH4Cl and extracted with EtOAc. The combined organic layers were washed with brine, dried over sodium sulfate and concentrated in vacuo. The residue was purified by silica gel chromatography eluting with 20% ethyl acetate in heptane. The major fractions were combined and the solvent was concentrated in vauco to afford N-(5-cyano-pyrimidin-2-yl)-N-methyl-acetamide.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08063065B2
Source datasetuspto-grants-2011_11
ORD IDord-9495b12aad6d46699bfabb24d0f7bcb3
Source noteuspto-grants-2011_11