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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2203340Generated: October 30, 2026

1,2-Dichloroethane → N-[(5-chloropyridin-2-yl)methyl]-4,4,5,5,5-pentafluoropentanamide

https://huagongshe.com/reaction/2203340

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DichloroethaneHCID 11—
ReactantDiisopropylethylamineHCID 81531—
Reactant4,4,5,5,5-Pentafluoropentanoic acidHCID 23423163—
Reactant(5-Chloropyridin-2-yl)methanamine hydrochlorideHCID 56973027—
SolventDichloromethaneHCID 6344—
ProductN-[(5-chloropyridin-2-yl)methyl]-4,4,5,5,5-pentafluoropentanamideHCID 86678976—

Reaction Steps

To a solution of 4,4,5,5,5-pentafluoropentanoic acid (6.44 g, 33.5 mmol) and the intermediate from Step E (5.0 g, 27.9 mmol) in DCM (100 mL) was added EDC (7.49 g, 39.1 mmol) followed by DIEA (24.4 mL, 140 mmol). After stirring the reaction at room temperature for 2 hours, it was diluted with DCM (100 mL), and washed with water (2×). The organic layer was washed with brine, dried over anhydrous sodium sulfate, filtered, and concentrated to give a colorless oil. m/z=316.8 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09365574B2
Source datasetuspto-grants-2016_06
ORD IDord-88a381e1254f4812899ce0cc240ddd39
Source noteuspto-grants-2016_06