Reproducibility across microwave instruments: Preparation of a set of 24 compounds on a multiwell plate under temperature-controlled conditions

Journal of Combinatorial Chemistry

Volumn 7, Issue 3, 2005, Pages 353-355

  Alcázar, Jesús ^a  

^a JOHNSON AND JOHNSON   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLATION; ARTICLE; HEATING; LIQUID CHROMATOGRAPHY; MASS SPECTROMETRY; MICROWAVE RADIATION; REPRODUCIBILITY; TEMPERATURE;

ALKYLATION; AMINES; MICROWAVES; REPRODUCIBILITY OF RESULTS; TEMPERATURE;

EID: 20044376318     PISSN: 15204766     EISSN: None     Source Type: Journal    
DOI: 10.1021/cc049815k     Document Type: Article

References (20)

1. (a) Adam, D. Nature 2003, 421, 571-572.
2. (b) Kappe, C. O. Angew. Chem., Int. Ed. 2004, 43, 6250-6248.
3. (a) Kappe, C. O.; Stadler. A. Microwave-Assisted Combinatorial Chemistry. In Microwaves in Organic Chemistry; Loupy, A. Eds.; Wiley-VCH: Weinheim, 2002.
4. (b) Stadler, A.; Kappe, C. O. J. Comb. Chem. 2001, 3, 624-630.
5. (c) Lew, A.; Krutzik, P. O.; Hart, M. E.; Chamberlain, A. R. J. Comb. Chem. 2002, 4, 95-105.
6. (d) Lidstrom, P.; Westman, J.; Lewis, A. Comb. Chem. High Throughput Screening 2002, 5, 441-458.
7. (e) Blackwell, H. E. Org. Biomol. Chem. 2003, 1, 1251-1255.
8. (f) Swamy, M. K.; Yeh, W. B.; Lin, M. J.; Sun, C. M. Curr. Med. Chem. 2003, 10, 2403-2423.
9. (a) Nüchter, M.; Ondruschka, B.; Bonrath, W.; Gum, A. Green Chem. 2004, 6, 128-141.
10. (b) Nüchter, M.; Müller, U.; Ondruschka, B.; Tied, A.; Lautenschläger, W. Chem. Eng. Technol. 2003, 26, 1207-1216.
11. Nüchter, M.; Ondruschka, B. Mol. Diversity 2003, 7, 253-264.
12. As parallel reactor system, CombiCHEM module for MicroSYNTH Labstation (Milestone, srl.). Detailed description of this instrumentation can be found in www.milestonesci-.com/synthacc-combi.php.
13. (a) Campiglia, P.; Gomez-Monterrey, I.; Longobardo, L.; Lama, T.; Novellino, E.; Grieco, P. Tetrahedron Lett. 2004, 45, 1453-1456.
14. (b) Grieco, P.; Campiglia, P.; Gomez-Monterrey, I.; Lama, T.; Novellino, E. Synlett 2003, 2216-2218.
15. Stadler, A.; Yousefi, B. H.; Dallinger, D.; Walla, P.; Van der Eycken, E.; Kaval, N.; Kappe, C. O. Org. Process Res. Dev. 2003, 7, 707-716.
16. Alcazar, J.; Diels, G.; Schoentjes, B. QSAR Comb. Sci. 2004, 23, 906-910.
17. As the single-mode instrument, we used Emrys Optimizer microwave reactor (Personal Chemistry A. B., currently Biotage). Temperature of the reaction is measured by an IR sensor outside the vial. A detailed description of the instrument can be found in www.biotage.com.
18. Yields are based on the product peak area as compared to total peak area of an LC/MS chromatogram (UV, DAD). The reported yields are calculated from analysis of the crude reaction mixtures and should be interpreted as an indication of the yields in which the products are formed. Results were confirmed in two independent experiments.
19. Due to the limitations of the CombiCHEM reactor, high boiling point solvents were used. To facilitate the work up of the reaction, polymer-supported bases were used because they are more suitable for parallel synthesis.
20. Deatiled results of these experiments are included in the Supporting Information.