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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586451Generated: October 29, 2026

tert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate → 4-[6-(8-Cyclopentyl-6-ethyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester

https://huagongshe.com/reaction/586451

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylateHCID 11737525—
Reactant8-cyclopentyl-6-ethyl-2-methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-oneHCID 22329981—
SolventTolueneHCID 1140—
Product4-[6-(8-Cyclopentyl-6-ethyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl esterHCID 1140979915%

Reaction Conditions

Temperature105 °C

Reaction Steps

4-[6-(8-Cyclopentyl-6-ethyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester was prepared by addition of 8-cyclopentyl-6-ethyl-2-methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one (0.80 g, 2.62 mmol) and 4-(6-amino-pyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester (1.82 g, 6.55 mmol) to toluene (10 ml) followed by heating to 105° C. over 10 hours. The resulting suspension was filtered, the solid washed with toluene and dried in vacuo yielding 4-[6-(8-Cyclopentyl-6-ethyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester as a solid (0.204 g). MS (APCI); M++1; Calc'd 520.3. Found 520.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936612B2
Source datasetuspto-grants-2005_08
ORD IDord-019fe99efd464f90bf5b01fa214358a6
Source noteuspto-grants-2005_08