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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2080277Generated: October 26, 2026

Potassium Carbonate → 6-(2-cyanophenyl)-2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)nicotinamide

https://huagongshe.com/reaction/2080277

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPotassium CarbonateHCID 11430—
Reactant2-Cyanophenylboronic acidHCID 2734610—
Reactant6-chloro-2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)nicotinamideHCID 59738223—
CatalystBis(cyclopenta-1,4-dien-1-yl(diphenyl)phosphane);dichloropalladium;iron(2+)HCID 178418228—
SolventDimethylformamideHCID 6228—
Product6-(2-cyanophenyl)-2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)nicotinamideHCID 5754252563%

Reaction Conditions

Temperature125 °C

Reaction Steps

A mixture of 6-chloro-2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)nicotinamide (1.0 g, 2.6 mmol), 2-cyanophenyl boronic acid (460 mg, 3.12 mmol), PdCl2(dppf)2 (140 mg, 0.26 mmol), K2CO3 (1.08 g, 7.8 mmol) and anhydrous DMF (8 mL) was degassed with nitrogen for 10 min. The mixture was then stirred at 125° C. for 1 hr. The mixture was filtered through the silica gel pad and washed with EtOAc. The filtrate was concentrated to dryness and purified by silica gel flash chromatography to give the desired product 6-(2-cyanophenyl)-2-(3-fluorophenethylamino)-N-(pyridin-3-ylmethyl)nicotinamide as a pale yellow solid (740 mg, 63%). LRMS (M+H+) m/z 452.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07932270B2
Source datasetuspto-grants-2011_04
ORD IDord-339097cbfef74fedbf0c74ae62706d76
Source noteuspto-grants-2011_04