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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75919Generated: October 25, 2026

Triethylamine → 2-Chloro-5-fluoro-6-(5-isopropoxy-1H-pyrazol-3-ylamino)nicotinonitrile

https://huagongshe.com/reaction/75919

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactant2,6-Dichloro-5-fluoro-3-pyridinecarbonitrileHCID 2733849—
Reactant5-Isopropoxy-1H-pyrazol-3-amineHCID 178458721—
SolventTetrahydrofuranHCID 8028—
Product2-Chloro-5-fluoro-6-(5-isopropoxy-1H-pyrazol-3-ylamino)nicotinonitrileHCID 17845861150%

Reaction Conditions

Temperature25 °C

Reaction Steps

A solution of 5-isopropoxy-1H-pyrazol-3-amine (0.96 g, 6.8 mmol), 2,6-dichloro-5-fluoronicotinonitrile (1.3 g, 6.8 mmol), and triethylamine (0.9 g, 8.8 mmol) in THF (30 ml) was heated to 60° C. for 4 days, and then cooled to 25° C., at which point the product precipitated. The resulting solid was filtered and washed with hexanes (100 ml) to give the title compound (1.0 g, 50%). MS: Calcd.: 295. Found: [M+H]+ 296.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835465B2
Source datasetuspto-grants-2014_09
ORD IDord-ea0f5851f4bf47c38c818123b68e1492
Source noteuspto-grants-2014_09