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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389564Generated: October 26, 2026

Sodium Hydroxide → N,4-bis(2-chloropyridin-4-yl)pyrimidin-2-amine

https://huagongshe.com/reaction/2389564

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant3-Dimethylamino-1-(2-chloro4-pyridyl)-2-propen-1-oneHCID 54435039—
ReactantHCID 178512588HCID 178512588—
SolventIsopropanolHCID 3776—
ProductN,4-bis(2-chloropyridin-4-yl)pyrimidin-2-amineHCID 8664411349.1%

Reaction Steps

To a solution of 6.32 g of 1-(2-chloropyridin-4-yl)-3-(dimethylamino)prop-2-en-1-one (30 mmol) in 60 ml of 2-Propanol was added 2.52 g of sodium hydroxide (63 mmol) and 11.96 g of 1-(2-chloropyridin-4-yl)guanidine bis(trifluoroacetate) (30 mmol). The reaction mixture was heated to reflux under stirring for 20 h. After filtration, the precipitate was washed with 100 ml of n-butanol and 120 ml of iPr2O and then air-dried to yield 4.69 g of N,4-bis(2-chloropyridin-4-yl)pyrimidin-2-amine (yield=37%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273759B2
Source datasetuspto-grants-2012_09
ORD IDord-083cf6e597e041eca9798282e4ae072e
Source noteuspto-grants-2012_09