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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 511824Generated: November 1, 2026

Dimethylformamide → HCID 67290985, compound

https://huagongshe.com/reaction/511824

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantSodium BicarbonateHCID 516892—
ReactantHCID 59596668HCID 59596668—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 67290985HCID 6729098557%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a mixture of 2-bromo-5-(2-fluorobenzyloxy)pyridine (1.5 g, 5.3 mmol) and zinc cyanide (0.81 g, 6.9 mmol) in DMF (20 mL) was added Tetrakis(triphenylphosphine)palladium(0) (0.61 g, 0.53 mmol) at room temperature. After being stirred at 60° C. for 4 hours, sat. sodium bicarbonate aqueous solution was added to the mixture. The mixture was filtered off through a pad of Celite. The filtrate was extracted with ethyl acetate, dried over sodium sulfate and concentrated in vacuo. The residue was purified by column chromatography on silica gel eluting with hexane/ethyl acetate (2:1 (v/v)) to give 0.69 g (57% yield) of the title compound as a light yellow solid:

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09101616B2
Source datasetuspto-grants-2015_08
ORD IDord-3764e2398f124233a6f36f7c933d5788
Source noteuspto-grants-2015_08