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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1873462Generated: November 3, 2026

Dimethylformamide → HCID 45257889, compound

https://huagongshe.com/reaction/1873462

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantEthyl AcetateHCID 8857—
ReactantHCID 45257781HCID 45257781—
CatalystZinc cyanide (Zn(CN)2)HCID 11186—
CatalystHCID 178418397HCID 178418397—
ProductHCID 45257889HCID 4525788932%

Reaction Conditions

Temperature90 °C

Reaction Steps

5-(3-Bromo-4-fluorophenyl)-3-(3,5-dichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrole (0.88 g) was dissolved in DMF (10 ml), and the solution was deaerated and then left to stand in an argon atmosphere. To the reaction mixture, Zn(CN)2 (0.45 g) and Pd(PPh3)4 (0.67 g) were added. The mixture was stirred for 4 hours at 90° C. The reaction mixture was returned to room temperature, and then ethyl acetate was added thereto. The reaction mixture was washed with a saturated aqueous solution of sodium hydrogen carbonate, and then dried over magnesium sulfate. After filtering the reaction mixture, the solvent was distilled off under reduced pressure, and the resulting mixture was purified by silica gel chromatography, to obtain 5-[3-(3,5-dichlorophenyl)-3-(trifluoromethyl)-3,4-dihydro-2H-pyrrol-5-yl]-2-fluorobenzonitrile (0.25 g) at a yield of 32%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08304371B2
Source datasetuspto-grants-2012_11
ORD IDord-c4923baad2994e33a9357ff9cbc32893
Source noteuspto-grants-2012_11