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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1749554Generated: October 29, 2026

Diisopropylethylamine → 4-(((1R,4S)-4-hydroxy-3,3-dimethylcyclohexyl)amino)-2-((2-(5-methoxypyridin-3-yl)ethyl)amino)pyrimidine-5-carbonitrile

https://huagongshe.com/reaction/1749554

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant2-(5-Methoxypyridin-3-yl)ethanamine dihydrochlorideHCID 118162085—
Reactant4-(((1R,4S)-4-hydroxy-3,3-dimethylcyclohexyl)amino)-2-(methylsulfinyl)pyrimidine-5-carbonitrileHCID 118162134—
SolventDimethyl SulfoxideHCID 679—
Product4-(((1R,4S)-4-hydroxy-3,3-dimethylcyclohexyl)amino)-2-((2-(5-methoxypyridin-3-yl)ethyl)amino)pyrimidine-5-carbonitrileHCID 118162219—

Reaction Conditions

Temperature60 °C

Reaction Steps

A 1 dram vial equipped with a septum cap was charged with 4-(((1R,4S)-4-hydroxy-3,3-dimethylcyclohexyl)amino)-2-(methylsulfinyl)pyrimidine-5-carbonitrile (55.0 mg, 0.178 mmol), 2-(5-methoxypyridin-3-yl)ethan-1-amine dihydrochloride (56.3 mg, 0.214 mmol) and DMSO (1.4 mL). The resulting solution was treated with DIEA (0.125 mL, 0.715 mmol), and the vial was sealed and shaken (250 rpm) at 60° C. for 14 h. The mixture was cooled to room temperature, diluted with DMSO (1.5 mL), and filtered. The solution was purified by standard methods to provide the title compound. MS (ESI) m/z 379.2 [M+1]1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09156798B2
Source datasetuspto-grants-2015_10
ORD IDord-8c6bb7d46ad7450c951b8465d04b0b91
Source noteuspto-grants-2015_10