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. Author manuscript; available in PMC: 2008 Jun 9.
Published in final edited form as: QSAR Comb Sci. 2004;23(10):827–835. doi: 10.1901/jaba.2004.23-827

Scheme 2.

Scheme 2

Microwave-assisted fluorous synthesis of imidazo[1,2-a]pyrazine 4d followed by detagging with Suzuki coupling reaction for 5. i) C8F17SO2F (0.9 equiv), K2CO3 (2.0 equiv), DMF, 70 °C, 5 h, 90% yield; ii) 2-aminopyridine (1.1 equiv), cyclohexylisonitrile (1.2 equiv), Sc(OTf)3 (0.05 equiv), 3:1 CH2Cl2/MeOH, microwave (150 w, 150 °C, 10 min), 76%; iii) 4-methoxyboronic acid (0.95 equiv), Pd(pddf)Cl2 (0.1 equiv), K2CO3 (2.0 equiv), 4:4:1 acetone/toluene/H2O, microwave (150 w, 130 °C, 20 min), F-SPE eluted with 80:20 MeOH-H2O then MeOH, 75% yield (85% purity by LC-MS, 254 nm)