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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1666695Generated: November 2, 2026

Diethylene Glycol → HCID 57970191, compound

https://huagongshe.com/reaction/1666695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylene GlycolHCID 8117—
ReactantDiisopropylethylamineHCID 81531—
Reactant(3S)-(+)-1-Benzyl-3-aminopyrrolidineHCID 1519353—
Reactant2-Chloro-6-methyl-4-(trifluoromethyl)pyridineHCID 2736626—
SolventWaterHCID 962—
SolventEthyl AcetateHCID 8857—
ProductHCID 57970191HCID 5797019124.4%

Reaction Conditions

Temperature140 °C

Reaction Steps

A mixture of 2-chloro-6-methyl-4-trifluoromethylpyridine (0.196 g), (S)-1-benzyl-3-aminopyrrolidine (0.529 g), diethylene glycol (4 mL), and N,N-diisopropylethylamine (0.52 mL) was heated at 140° C. for 2 h using a microwave reaction apparatus. After completion of the reaction, water and ethyl acetate were added to the reaction solution, the mixture was extracted with ethyl acetate, washed with saturated brine, and then dried with anhydrous magnesium sulfate, then the desiccant was removed by filtration, and then the crude product obtained by concentration under reduced pressure was purified by silica gel column chromatography (silica gel, hexane/ethyl acetate=5:1-2:1) to obtain (S)-N-(1-benzylpyrrolidin-3-yl)-6-methyl-4-trifluoromethylpyridin-2-amine (0.082 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044068B2
Source datasetuspto-grants-2011_10
ORD IDord-df0dc02cf1a34c1096c54260fd9d2e96
Source noteuspto-grants-2011_10