191731-32-5Relevant articles and documents
Facile KF/alumina mediated synthesis of α-heterosubstituted Weinreb amides
Tius, Marcus A.,Busch-Petersen, Jakob
, p. 531 - 533 (1997)
Anhydrous KF/alumina in dipolar aprotic solvents was found to be an effective promoter in the synthesis of α-heterosubstituted Weinreb amides prepared from 2-chloro-N-methoxy-N-methylacetamide. This method is high yielding, even for weak nucleophiles, and
[3,3]-sigmatropic rearrangement/5-exo-dig cyclization reactions of benzyl alkynyl ethers: Synthesis of substituted 2-indanones and indenes
Tudjarian, Armen A.,Minehan, Thomas G.
supporting information; experimental part, p. 3576 - 3581 (2011/06/25)
Substituted benzyl alkynyl ethers, prepared from the corresponding α-alkoxy ketones in a two-step sequence involving enol triflate formation and KOtBu-induced E2 elimination, undergo [3,3]-sigmatropic rearrangement/ intramolecular 5-exo-dig cyclization at 60 °C to form substituted 2-indanones in good overall yields. 1,3-cis-Disubstituted-2-indanones are formed preferentially when the benzylic substituent R1 is bulky. Substituted indenes may be prepared from 2-indanones in high yields by Horner-Wadsworth-Emmons reaction.
Synthesis, crystal structure determination, and biological properties of the DNA-dependent protein kinase (DNA-PK) inhibitor 3-cyano-6-hydrazonomethyl-5-(4-pyridyl)pyrid-[1H]-2-one (OK-1035).
Stockley,Clegg,Fontana,Golding,Martin,Rigoreau,Smith,Griffin
, p. 2837 - 2841 (2007/10/03)
The first reported synthesis of the DNA-PK inhibitor 3-cyano-6-hydrazonomethyl-5-(4-pyridyl)pyrid-[1H]-2-one (OK-1035) is described. The structure of OK-1035 was validated by X-ray crystallography. An IC(50) value of 100 microM was determined for inhibition of DNA-PK, and this is approximately 12-fold higher than that reported previously.