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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2043432Generated: November 2, 2026

Aminopyrazine → (S)-5-{2-[1-(4-Fluorophenyl)ethylamino]-6-(pyrazin-2-ylamino)pyrimidin-4-yl}nicotinonitrile

https://huagongshe.com/reaction/2043432

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAminopyrazineHCID 78747—
Reactant2-Dicyclohexylphosphino-2',4',6'-triisoprophylbiphenylHCID 11155794—
ReactantSodium t-butoxideHCID 23676156—
Reactant(S)-5-{6-chloro-2-[1-(4-fluorophenyl)ethylamino]pyrimidin-4-yl}nicotinonitrileHCID 86659396—
SolventTolueneHCID 1140—
Product(S)-5-{2-[1-(4-Fluorophenyl)ethylamino]-6-(pyrazin-2-ylamino)pyrimidin-4-yl}nicotinonitrileHCID 5684063432.8%

Reaction Conditions

Temperature100 °C

Reaction Steps

55 mg of (S)-5-{6-chloro-2-[1-(4-fluorophenyl)ethylamino]pyrimidin-4-yl}nicotinonitrile, 16 mg of 2-aminopyrazine, 15 mg of 2-dicyclohexylphosphino-2′,4′,6′-triisopropylbiphenyl, 21 mg of sodium t-butoxide and 8 mg of tris(dibenzylideneacetone)(chloroform)dipalladium were added in turn to 2 ml of degassed toluene, and the mixture was stirred at 100° C. for 1 hour under argon atmosphere. The reaction solution was purified by silica gel column chromatography to obtain 21 mg of the objective compound as white powder.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08586591B2
Source datasetuspto-grants-2013_11
ORD IDord-0405abae55db444c93b1512a96f04458
Source noteuspto-grants-2013_11