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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2079691Generated: November 3, 2026

1-Pyrrolidineethanamine → N-(2-(pyrrolidin-1-yl)ethyl)-3-(trifluoromethyl)pyridin-2-amine

https://huagongshe.com/reaction/2079691

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1-PyrrolidineethanamineHCID 1344—
ReactantTriethylamineHCID 8471—
ReactantSodium BicarbonateHCID 516892—
Reactant2-Fluoro-3-(trifluoromethyl)pyridineHCID 2783296—
SolventN-methyl-2-pyrrolidoneHCID 13387—
ProductN-(2-(pyrrolidin-1-yl)ethyl)-3-(trifluoromethyl)pyridin-2-amineHCID 55023198103.5%

Reaction Conditions

Temperature85 °C

Reaction Steps

To the solution of 2-fluoro-3-(trifluoromethyl)pyridine (990 mg, 6 mmole) in 5 ml of NMP, 2-aminoethylpyrrolidine (1.13 ml, 9 mmole) and triethylamine (1 ml, 7.2 mmole) were added. The reaction solution was stirred at 85° C. for overnight. The reaction mixture was poured into 40 ml of saturated NaHCO3 and extracted with ethyl acetate (2×80 ml). The combined organic layers were washed with water (2×30 ml) and brine (30 ml), then dried over Na2SO4 and evaporated in vacuo to give a brown oily N-(2-(pyrrolidin-1-yl)ethyl)-3-(trifluoromethyl)pyridin-2-amine (1.61 g). ES/MS m/z 260.1 (MH+).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932262B2
Source datasetuspto-grants-2011_04
ORD IDord-49e755b97b824b5fa8e6af1c541e34b0
Source noteuspto-grants-2011_04