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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088698Generated: October 31, 2026

Diisopropylethylamine → 6-{[2-({7-(2-Chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]-pyrimidin-5-yl}amino)ethyl]amino}pyridine-3-carbonitrile hydrochloride

https://huagongshe.com/reaction/2088698

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-[(2-Aminoethyl)amino]nicotinonitrile dihydrochlorideHCID 66911329—
Reactant5-Chloro-7-(2-chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]pyrimidine hydrochlorideHCID 86654414—
SolventDimethyl SulfoxideHCID 679—
Product6-{[2-({7-(2-Chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]-pyrimidin-5-yl}amino)ethyl]amino}pyridine-3-carbonitrile hydrochlorideHCID 44480623—

Reaction Conditions

Temperature130 °C

Reaction Steps

55 mg (0.11 mmol) of 5-chloro-7-(2-chloro-4-fluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl]-[1,2,4]triazolo[1,5-c]pyrimidine hydrochloride (Example 52A), 27.3 mg (0.14 mmol) of 6-[(2-aminoethyl)amino]pyridine-3-carbonitrile hydrochloride (Example 2A) and 0.12 ml (0.69 mmol) of N,N-diisopropylethylamine were initially charged in 1 ml of DMSO. The mixture was heated in the microwave at 130° C. for 30 min. This gave, after purification of the crude product by preparative HPLC (Method 11), 28 mg (43% of theory) of the product as a solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08436003B2
Source datasetuspto-grants-2013_05
ORD IDord-d0052190242d44b9bd186358ae062098
Source noteuspto-grants-2013_05