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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 517941Generated: October 26, 2026

2-chloro-N,N-dimethylacetamide → 6-(4-(2-(1-(2-dimethylamino-2-oxoethyl)piperidin-4-yl)ethoxy)-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile

https://huagongshe.com/reaction/517941

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2-chloro-N,N-dimethylacetamideHCID 75886—
ReactantDiisopropylethylamineHCID 81531—
Reactant1-methyl-6-(4-(2-(piperidin-4-yl)ethoxy)-3-(trifluoromethyl)phenyl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile 2,2,2-trifluoroacetateHCID 86673347—
SolventMethanolHCID 887—
Product6-(4-(2-(1-(2-dimethylamino-2-oxoethyl)piperidin-4-yl)ethoxy)-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrileHCID 53259028—

Reaction Conditions

Temperature90 °C

Reaction Steps

To 1-methyl-6-(4-(2-(piperidin-4-yl)ethoxy)-3-(trifluoromethyl)phenyl)-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile TFA salt (150 mg) in methanol (2 ml) was added 2-chloro-N,N-dimethylacetamide (67 mg) and DIPEA (0.23 ml). The mixture was heated at 90° C. for 40 minutes, then purified by basic HPLC to give 6-(4-(2-(1-(2-dimethylamino-2-oxoethyl)piperidin-4-yl)ethoxy)-3-(trifluoromethyl)phenyl)-1-methyl-1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile which was then converted to HCl salt by lypholising with 1M hydrochloric acid (1 ml) (130 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09115126B2
Source datasetuspto-grants-2015_08
ORD IDord-c11a49ecf7ff4eb3b4a7f29345c423d0
Source noteuspto-grants-2015_08