Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236167Generated: October 31, 2026

Ethanamine, 2,2,2-trifluoro- → 2-Pyridinamine, 5-nitro-N-(2,2,2-trifluoroethyl)-

https://huagongshe.com/reaction/2236167

Reaction equation

Participants

RoleNameHCIDCharge
ReactantEthanamine, 2,2,2-trifluoro-HCID 9773—
Reactant2-Chloro-5-nitropyridineHCID 78308—
ReactantDiisopropylethylamineHCID 81531—
SolventN-methyl-2-pyrrolidoneHCID 13387—
Product2-Pyridinamine, 5-nitro-N-(2,2,2-trifluoroethyl)-HCID 3005443243.1%

Reaction Conditions

Temperature200 °C

Reaction Steps

A mixture of 2-chloro-5-nitro-pyridine (500 mg, 3.15 mmol), 2,2,2-trifluoro-ethylamine (940 mg, 9.45 mmol) and N,N-diisopropylethylamine (1.64 mL, 9.45 mmol) in 1-methyl-pyrrolidin-2-one (10 mL) in a sealed tube was heated by microwave at 200° C. for 10 minutes. The reaction mixture was evaporated to dryness and purified by silica gel chromatography (Isco 120 g column, 40% ethyl acetate/hexanes) to give (5-nitro-pyridin-2-yl)-(2,2,2-trifluoro-ethyl)-amine (300 mg, 43%) as a yellow solid. LCMS calcd for C7H6F3N3O2 (m/e) 221, obsd 222 (M+H). The NMR spectrum obtained on the sample is compatible with its structure.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714126B2
Source datasetuspto-grants-2010_05
ORD IDord-bdf61da713a5414faa9d477edd221c8c
Source noteuspto-grants-2010_05