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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 533410Generated: October 30, 2026

N-methyl-2-pyrrolidone → HCID 67773022, compound

https://huagongshe.com/reaction/533410

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-methyl-2-pyrrolidoneHCID 13387—
ReactantHCID 67773046HCID 67773046—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystFerrocene-1,1'-bis-(diphenylphosphine)HCID 635956—
CatalystBis(dibenzylideneacetone)palladiumHCID 9811564—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 67773022HCID 67773022—

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of methyl 4-bromo-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate (66 mg), zinc cyanide (content 60%, 21 mg), tris(dibenzylideneacetone)dipalladium (0) (14 mg), 1,1′-bis(diphenylphosphino)ferrocene (17 mg), and N-methyl-2-pyrrolidone (3 mL) was heated under stirring in an oil bath at 150° C. for 3 hours. The reaction mixture was returned to room temperature, diluted with water and ethyl acetate, and then the insoluble materials were separated by filtration. The filtrate was subjected to liquid separation, and the organic layer was concentrated under reduced pressure. Then, the resulting residue was purified under silica gel column chromatography (hexane/ethyl acetate) to obtain methyl 4-cyano-1-(2,4,6-trifluorophenyl)isoquinoline-7-carboxylate (44 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08853242B2
Source datasetuspto-grants-2014_10
ORD IDord-6d76428dd7bc4872aef83e93bf47bf74
Source noteuspto-grants-2014_10