960003-50-3Relevant academic research and scientific papers
Preparation of tricyclic imidazopyridines by asymmetric ketone hydrogenation in the presence of RuCl2[(S)-Xyl-P-Phos][(S)-DAIPEN]
Palmer, Andreas Marc,Zanotti-Gerosa, Antonio,Nedden, Hans
, p. 1310 - 1327 (2008/12/20)
The novel complex RuCl2[(S)-Xyl-P-Phos][(S)-DAIPEN] was identified as a highly active catalyst for the asymmetric reduction of a variety of prochiral ketones possessing an imidazo[1,2-a]pyridine scaffold. The corresponding alcohols were obtained in excellent enantiomeric purities (>96% ee) and served as valuable intermediates for the synthesis of pharmacologically active 7H-8,9-dihydropyrano[2,3-c]imidazo[1,2-a]pyridines. The complexity of these multi-functional substrates required the development of specific reaction conditions. Whereas the reduction with RuCl2[PP][NN] catalysts (Noyori catalysts) has never been reported to occur under aqueous conditions, in the present case, the use of aqueous isopropanol or tert-butanol was not only tolerated, but also turned out to be beneficial, especially when the reduction was conducted at high substrate to catalyst (S/C) ratios.
PROCESS FOR THE PRODUCTION OF INTERMEDIATES FOR THE PREPARATION OF TRICYCLIC IMIDAZOPYRIDINES
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Page/Page column 62, (2010/11/29)
The invention relates to a process for the synthesis of compounds of the formula (1-a) and compounds of the formula (1-b). The compounds of the formula 1-a and the compounds of the formula 1-b, in which the substituents R1, R2, R3, and Arom have the meanings indicated in the description, are valuable intermediates for the preparation of pharmaceutically active compounds.
