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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2389831Generated: November 1, 2026

Dimethyl Sulfoxide → 6-[(2-{[7-(2,4-Dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]amino}propyl)amino]-nicotinonitrile

https://huagongshe.com/reaction/2389831

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethyl SulfoxideHCID 679—
ReactantDiisopropylethylamineHCID 81531—
Reactant6-Chloro-3-pyridinecarbonitrileHCID 5152094—
ReactantN2-[7-(2,4-Dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]propane-1,2-diamine trifluoracetateHCID 131729958—
SolventWaterHCID 962—
Product6-[(2-{[7-(2,4-Dichlorophenyl)imidazo[1,2-c]pyrimidin-5-yl]amino}propyl)amino]-nicotinonitrileHCID 59313127—

Reaction Conditions

Temperature150 °C

Reaction Steps

The amine (Example 37A) (300 mg, 0.46 mmol), 2-chloro-5-cyanopyridine (129 mg, 0.93 mmol) and N,N-diisopropylethylamine (600 mg, 4.6 mmol) are introduced into DMSO (6 ml), and heated at 150° C. in a microwave oven for 30 min. The reaction mixture is poured into water and extracted with ethyl acetate (3×25 ml). The combined organic phases are washed with saturated aqueous sodium chloride solution, dried over magnesium sulphate and concentrated. The residue is taken up in acetonitrile, and the product precipitates and is washed with acetonitrile and dried. 87 mg (41% of theory) of the product are obtained as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08273752B2
Source datasetuspto-grants-2012_09
ORD IDord-6a8fc743475e4029b96a62c75989bfb4
Source noteuspto-grants-2012_09