HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1896202Generated: November 1, 2026
4-Piperidinecarboxylic acid → HCID 16066664, compound
https://huagongshe.com/reaction/1896202
Participants
| Role | Name | HCID | Charge |
|---|
| Reactant | 4-Piperidinecarboxylic acid | HCID 3773 | — |
| Reactant | Sodium Carbonate | HCID 10340 | — |
| Reactant | Cesium carbonate | HCID 10796 | — |
| Reactant | Potassium Carbonate | HCID 11430 | — |
| Reactant | HCID 16222003 | HCID 16222003 | — |
| Solvent | Dimethyl Sulfoxide | HCID 679 | — |
| Solvent | Water | HCID 962 | — |
| Solvent | Dimethylformamide | HCID 6228 | — |
| Product | HCID 16066664 | HCID 16066664 | — |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
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| Patent number | US08518956B2 |
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| Source dataset | uspto-grants-2013_08 |
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| ORD ID | ord-7606447d75794ba0aec0f13738bc4a86 |
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| Source note | uspto-grants-2013_08 |
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