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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1479532Generated: October 31, 2026

Dimethylformamide → Ethyl 5-chloro-6-cyanonicotinate

https://huagongshe.com/reaction/1479532

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl 5,6-DichloronicotinateHCID 16762519—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
ProductEthyl 5-chloro-6-cyanonicotinateHCID 66875248—

Reaction Conditions

Temperature100 °C

Reaction Steps

A solution of ethyl 5,6-dichloronicotinate (1 eq), zinc cyanide (0.75 eq) and tetrakis(triphenyl-phosphine)palladium (0.10 eq.) in DMF (0.3 M) was degassed and then heated at 100° C. for 3 hours. Solvent was removed en vaccuo to obtain a crude residue. The crude material was purified by flash chromatography on a COMBIFLASH® system (ISCO) using 0-80% ethyl acetate in hexane to give ethyl 5-chloro-6-cyanonicotinate as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09408907B2
Source datasetuspto-grants-2016_08
ORD IDord-cf1dc702b909494fa6510a0685d1470f
Source noteuspto-grants-2016_08