ChemicalBook CAS DataBase List tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate synthesis

12synthesis methods

Product Name:tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate
CAS Number:571188-59-5
Molecular formula:C14H22N4O2
Molecular Weight:278.35

4-(6-Aminopyridin-3-yl)piperazine-1-carboxylate tert-butyl ester is a pharmaceutical intermediate, mainly used for the synthesis of palbociclib. It can be synthesized by dehydrogenation of 1-Boc-4-(6-nitro-3-pyridyl)piperazine and palladium on carbon in ethanol

504-29-0
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57260-71-6 Synthesis

57260-71-6
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tert-butyl 4-(6-aminopyridin-3-yl)piperazine-1-carboxylate

571188-59-5
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Yield:571188-59-5 95%

Reaction Conditions:

with 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical;oxygen in 1,2-dichloro-ethane for 10 h;Irradiation;Reagent/catalyst;

Steps:

1 Synthesis of the 4-(6-aminopyridin-3-yl)piperazine-1-carboxylic acid tert-butyl ester:
2-aminopyridine, piperazine-1-carboxylic acid tert-butyl ester,The acridine salt visible light catalyst, 2,2,6,6-tetramethylpiperidine-nitrogen-oxide is added to anhydrous dichloroethane, and then the reaction environment is replaced with oxygen three times, and irradiated with a blue LED.The reaction time is 10h. After the reaction is completed, the filtrate is spun dry and separated by column chromatography.The title product was obtained as a colorless white solid, yield 95%.

References:

Shenzhen Lan Xin Technology Co., Ltd.;Zhou Haipeng;Huang Yong;Han Keheng;Zhang Qiang;Han Hui;Wang Leifeng;Ding Xiaomei;Yu Zhenhui CN108558792, 2018, A Location in patent:Paragraph 0025; 0026; 0027; 0034; 0041; 0048; 0055; 0062

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571189-16-7 Synthesis