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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896202Generated: November 1, 2026

4-Piperidinecarboxylic acid → HCID 16066664, compound

https://huagongshe.com/reaction/1896202

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-Piperidinecarboxylic acidHCID 3773—
ReactantSodium CarbonateHCID 10340—
ReactantCesium carbonateHCID 10796—
ReactantPotassium CarbonateHCID 11430—
ReactantHCID 16222003HCID 16222003—
SolventDimethyl SulfoxideHCID 679—
SolventWaterHCID 962—
SolventDimethylformamideHCID 6228—
ProductHCID 16066664HCID 16066664—

Reaction Conditions

Temperature112.5 °C

Reaction Steps

Alternatively, a mixture of N-[5-chloro-1-(2-ethoxyethyl)-3-ethyl-1H-pyrazolo[4,3-d]pyrimidin-7-yl]-4-methylpyridin-2-ylamine from step 5 can be combined with isonipecotic acid (between 1 to 10 equivalents) and a base and heated between 100-125° C. in a solvent until the reaction is complete. Suitable bases include cesium carbonate, sodium carbonate and potassium carbonate. Suitable solvents include DMSO and N,N-dimethylformamide. Upon cooling, water can be added and the basic solution extracted (between 1 to 3 times) with an organic solvent such as ethyl acetate. The remaining basic layer is acidified to pH 5 with HCl. The mixture is stirred for approximately 1 hour. The solid is filtered off, washed with water, and dried in vaccuo to provide the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08518956B2
Source datasetuspto-grants-2013_08
ORD IDord-7606447d75794ba0aec0f13738bc4a86
Source noteuspto-grants-2013_08