55390-83-5Relevant academic research and scientific papers
A potent IκB kinase-β inhibitor labeled with carbon-14 and deuterium
Latli, Bachir,Eriksson, Magnus,Hrapchak, Matt,Busacca, Carl A.,Senanayake, Chris H.
, p. 300 - 304 (2016)
3-Amino-4-(1,1-difluoro-propyl)-6-(4-methanesulfonyl-piperidin-1-yl)-thieno[2,3-b]pyridine-2-carboxylic acid amide (1) is a potent IκB Kinase-β (IKK-β) inhibitor. The efficient preparations of this compound labeled with carbon-14 and deuterium are described. The carbon-14 synthesis was accomplished in six radiochemical steps in 25% overall yield. The key transformations were the modified Guareschi–Thorpe condensation of 2-cyano-14C-acetamide and a keto-ester followed by chlorination to 2,6-dichloropyridine derivative in one pot. The isolated dichloropyridine was then converted in three steps in one pot to [14C]-(1). The carbon-14 labeled (1) was isolated with a specific activity of 54.3 mCi/mmol and radiochemical purity of 99.8%. The deuterium labeled (1) was obtained in eight steps and in 57% overall chemical yield using 4-hydroxypiperidine-2,2,3,3,4,5,5,6,6-2H9. The final three steps of this synthesis were run in one pot.
The synthesis of [3H] and [14C]o- chlorobenzylidenemalononitrile (CS)
Harrison,Inch,Lawston,Ley,Sainsbury
, p. 141 - 148 (2014/02/14)
Using similar procedures, the syntheses of [2-14C]-malononitrile and malono [14C]nitrile are described. Condensation with o-chlorobenzaldehyde affords [2-14C]-o-chlorobenzylidenemalononitrile and o-chlorobenzylidenemalono [14C]nitrile respectively. The syntheses of [3H]o-chlorobenzaldehyde and o-chlorobenz[ 14C]aldehyde, again by a common sequence of reactions, is described and with malononitrile gives [3H]-o-chlorobenzylidenemalononitrile and [1-14C]-o-chlorobenzylidenemalononitrile.
A synthesis of adenine. The incorporation of isotopes of nitrogen and carbon
Cavalieri, Liebe F.,Tinker, John F.,Bendich, Aaron.
, p. 533 - 536 (2014/01/06)
Various synthests of adenine have been investigated and a satisfactory procedure for the introduction of isotopes of nitrogen and carbon has been developed. 'The preparation from isotopic carbon of cyanoacetamide and malononitrile is described.
