65032-10-2Relevant academic research and scientific papers
Synthesis of a versatile 2 (1H)-pyrazinone core for the preparation of Tissue Factor-Factor VIIa inhibitors
Jones, Darin E.,South, Michael S.
experimental part, p. 2570 - 2581 (2010/05/17)
A new, general synthetic route to 2(1H)-pyrazinones 11 is described. The four-step synthesis is accomplished utilizing a regioselective hydrolysis and N-alkylation. These compounds efficiently undergo metal-catalyzed cross-coupling reactions to install P2 diversity groups in the 6-position, which can be used to refine the SAR of the S2 pocket of the Tissue Factor/Factor VIIa (TF/VIIa) complex.
Gas-phase pyrolytic reactions of N-ethyl, N-isopropyl, and N-t-butyl substituted 2-aminopyrazine and 2-aminopyrimidine
Al-Awadi, Nouria A.,El-Dusouqui, Osman M. E.,Kaul, Kamini,Dib, Hicham H.
, p. 403 - 407 (2007/10/03)
The rates of gas-phase elimination of N-ethyl (1), N-isopropyl (2), N-t-butyl (3) substituted 2-aminopyrazine and N-ethyl (4), N-isopropyl (5), and N-t-butyl (6) substituted 2-aminopyrimidine have been measured. The compounds undergo unimolecular first-order pyrolytic reactions. The relative rates of the primary:secondary:tertiary alkyl homologues at 600 K are 1:14.4:38.0 for the pyrazines and 1:20.8:162.5 for the pyrimidines, respectively. The reactivities of these compounds have been compared with those of the alkoxy analogues and with each other. Product analyses, together with the kinetic data, were used to outline a feasible pathway for the elimination reaction of the compounds under study.
