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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 586464Generated: October 30, 2026

Diethyl Ether → 4-[6-(8-Cyclopentyl-6-methyl-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/586464

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl EtherHCID 3283—
Reactant8-Cyclopentyl-6-methyl-2-methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-oneHCID 11300792—
Reactanttert-Butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylateHCID 11737525—
SolventTolueneHCID 1140—
Product4-[6-(8-Cyclopentyl-6-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl esterHCID 1124915823.7%

Reaction Conditions

Temperature100 °C

Reaction Steps

8-Cyclopentyl-6-methyl-2-methanesulfinyl-8H-pyrido[2,3-d]pyrimidin-7-one (1.0 g, 3.43 mmol) was added to 4-(6-amino-pyridin-3-yl)-piperazine-1-carboxylic acid tert-butyl ester (1.91 g, 6.86 mmol) in toluene (5 ml). The mixture was heated to 100° C. over 18 hours then treated with diethyl ether to produce a precipitate. This precipitate was collected by filtration then dried in vacuo to provide 4-[6-(8-cyclopentyl-6-methyl-7-oxo-7,8-dihydro-pyrido[2,3-d]pyrimidin-2-ylamino)-pyridin-3-yl]-piperazine-1-carboxylic acid tert-butyl ester as a yellow solid (0.411 g). MS (APCI) M++1: Calc'd, 506.28. Found 506.2.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06936612B2
Source datasetuspto-grants-2005_08
ORD IDord-4c1b31a1815b431481e9d3e94adb9e52
Source noteuspto-grants-2005_08