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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2088695Generated: November 4, 2026

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

https://huagongshe.com/reaction/2088695

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiisopropylethylamineHCID 81531—
Reactant6-(Piperidin-3-ylamino)nicotinonitrile hydrochlorideHCID 67060338—
Reactant5-Chloro-7-(2,4-difluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]pyrimidine hydrochlorideHCID 86654415—
SolventDimethyl SulfoxideHCID 679—
Product6-[(1-{7-(2,4-Difluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]triazolo[1,5-c]pyrimidin-5-yl}piperidin-3-yl)amino]pyridine-3-carbonitrileHCID 44480620—

Reaction Conditions

Temperature130 °C

Reaction Steps

80 mg (0.2 mmol) of 5-chloro-7-(2,4-difluorophenyl)-2-[1-(propan-2-yl)piperidin-4-yl][1,2,4]-triazolo[1,5-c]pyrimidine hydrochloride (Example 53A), 60.9 mg (0.25 mmol) of 6-(piperidin-3-ylamino)pyridine-3-carbonitrile hydrochloride (Example 19A) and 0.21 ml (1.23 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), 39 mg (33% 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-a9be3bdef3b743808a3d73a622e0835e
Source noteuspto-grants-2013_05