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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2236168Generated: November 2, 2026

Methyl iodide → 2-Pyridinamine, N-methyl-5-nitro-N-(2,2,2-trifluoroethyl)-

https://huagongshe.com/reaction/2236168

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl iodideHCID 6328—
ReactantCesium carbonateHCID 10796—
Reactant2-Pyridinamine, 5-nitro-N-(2,2,2-trifluoroethyl)-HCID 30054432—
SolventDimethylformamideHCID 6228—
Product2-Pyridinamine, N-methyl-5-nitro-N-(2,2,2-trifluoroethyl)-HCID 67537273110.4%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of (5-nitro-pyridin-2-yl)-(2,2,2-trifluoro-ethyl)-amine (230 mg, 1.04 mmol), cesium carbonate (730 mg, 2.07 mmol) and iodomethane (0.59 mL, 4.18 mmol) in DMF (4 mL) was heated in a sealed tube at 50° C. for 3 hr. The reaction mixture was evaporated to dryness and the crude was partitioned between methylene chloride and water. The organic layer was dried over magnesium sulfate, filtered and concentrated to give methyl-(5-nitro-pyridin-2-yl)-(2,2,2-trifluoro-ethyl)-amine (270 mg, crude) as a brown solid, which was directly used in the next step reaction without further purification. LCMS calcd for C8H8F3N3O2 (m/e) 235, obsd 236 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07714126B2
Source datasetuspto-grants-2010_05
ORD IDord-fcd6a689aa9541df80f43b7c6fd0f346
Source noteuspto-grants-2010_05