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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2189878Generated: October 26, 2026

Triethylamine → 2-chloro-6-(5-cyclopropyl-1H-pyrazol-3-ylamino)-5-fluoronicotinonitrile

https://huagongshe.com/reaction/2189878

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,6-Dichloro-5-fluoro-3-pyridinecarbonitrileHCID 2733849—
Reactant3-cyclopropyl-1H-pyrazol-5-amineHCID 2758014—
SolventAcetonitrileHCID 6342—
Product2-chloro-6-(5-cyclopropyl-1H-pyrazol-3-ylamino)-5-fluoronicotinonitrileHCID 8662060273%

Reaction Conditions

Temperature82 °C

Reaction Steps

A solution of 5-cyclopropyl-1H-pyrazol-3-amine (1.9 g, 16.0 mmol) in CH3CN (20 ml) was added dropwise to a solution of 2,6-dichloro-5-fluoronicotinonitrile (3.0 g, 16.0 mmol) and triethylamine (2.1 g, 20.0 mmol) in CH3CN (80 ml) at 25° C. The resulting solution was then heated to 82° C. for 18 hrs, and then cooled to 25° C., at which point the product precipitated from solution. The resulting solid was filtered, and washed with CH3CN (100 ml) to give the title compound (3.2 g, 73%). MS: Calcd.: 277. Found: [M+H]+ 278.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08324252B2
Source datasetuspto-grants-2012_12
ORD IDord-80c1cc94010a424e9881a1f3d20da50d
Source noteuspto-grants-2012_12