Synthesis of N,N-dialkyl-1-(2-alkylthiopyrimidin-4-yl)piperidin- 4-amines as potential heat shock protein inhibitors

A new efficient method for synthesizing promising heat shock protein inhibitors, N,N -dialkyl- 1-(2-alkylthiopyrimidin-4-yl)piperidin-4-amines, by the reaction of 2-alkyl-4-chlorothiouracils with 4-( N -alkyl- N -methylamino)piperidines was developed. 2-Alkyl-4-chlorothiouracils were synthesized by...

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Bibliographic Details
Published in:Russian chemical bulletin 2018-11, Vol.67 (11), p.2127-2130
Main Authors: Aldobaev, V. N., Prezent, M. A., Zavarzin, I. V.
Format: Article
Language:English
Subjects:
Aldehydes
Alkylation
Amines
Chemical synthesis
Chemistry
Chemistry and Materials Science
Chemistry/Food Science
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Heat shock proteins
Inhibitors
Inorganic Chemistry
Iodides
Organic Chemistry
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Summary:A new efficient method for synthesizing promising heat shock protein inhibitors, N,N -dialkyl- 1-(2-alkylthiopyrimidin-4-yl)piperidin-4-amines, by the reaction of 2-alkyl-4-chlorothiouracils with 4-( N -alkyl- N -methylamino)piperidines was developed. 2-Alkyl-4-chlorothiouracils were synthesized by alkylation of 2-thiouracil with alkyl iodides and subsequent treatment of the intermediates with POCl 3 . 4-( N -Alkyl- N -methylamino)piperidines were prepared by reductive amination of 1-( tert -butoxycarbonyl)-4-piperidinone with methylamine followed by treatment of the intermediate with the appropriate aldehydes.
ISSN:1066-5285
1573-9171
DOI:10.1007/s11172-018-2339-5