High-throughput heterogeneous hydrogenation of combinatorial-based libraries via automated sequential injection into a novel continuous-flow microfluidic reactor

ORGN 745

Richard Jones, richard.jones@thalesnano.com1, Laszlo Varga, laszlo.varga@comgenex.hu2, Tamas Nagy, tamas.nagy@comgenex.hu2, Andras Lukacs, andras.lukacs@comgenex.hu2, Lajos Godorhazy, lajos.godorhazy@thalesnano.com1, László Ürge, laszlo.urge@comgenex.hu2, and Ferenc Darvas, df.comgenex@worldnet.att.net3. (1) Thales Nanotechnology Inc, 7. Zahony u, Budapest, H-1031, Hungary, (2) ComGenex Inc, 7. Zahony u, Budapest, H-1031, Hungary, (3) Thales Nanotechnology, 7. Zahony u, Budapest, H-1031, Hungary
Chemical reduction through catalytic hydrogenation is one of the most important techniques in organic synthesis and has numerous applications in drug synthesis and industrial processes. Until now, hydrogenation has not been exploited as a potential high-throughput tool due to the limitations of present batch reactor technology. The development of continuous-flow reactors which overcome the many limitations of batch reactor technology has made the potential for heterogeneous hydrogenation as a high-throughput technique a reality.

The development and integration of a novel continuous-flow reactor into an automated liquid injector/fraction collector as a tool for high-throughput hydrogenation is discussed. The high-throughput reduction of several combinatorial libraries is also described, including the nitro reduction of an amide coupled library, the nitro reduction of a Biginelli scaffold library, and the deprotection of a cbz-protected amino-acid library.

 

Combinatorial, Parallel, and Solid-Phase Chemistry
1:00 PM-3:20 PM, Thursday, 1 September 2005 Washington DC Convention Center -- Ballroom C, Oral

Division of Organic Chemistry

The 230th ACS National Meeting, in Washington, DC, Aug 28-Sept 1, 2005