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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2171564Generated: October 31, 2026

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

https://huagongshe.com/reaction/2171564

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 numberUS09051323B2
Source datasetuspto-grants-2015_06
ORD IDord-eada09de620e42bbb97faa7a0fd94b5c
Source noteuspto-grants-2015_06