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. Author manuscript; available in PMC: 2012 Dec 27.
Published in final edited form as: Bioorg Med Chem. 2010 Jun 18;18(15):5576–5592. doi: 10.1016/j.bmc.2010.06.038

Scheme 3.

Scheme 3

Reagents and conditions: a Pyridine, DCE, microwave 150°C, 10 min. b NiCl2·6H2O, MeOH/THF 1:1, NaBH4, 0 °C, 15~30 min. c, 2,3-Dichloronaphthoquinone, 95% EtOH, sealed tube, reflux, 115°C, 3 days; d 5-aminotetrazole, Na2CO3, H2O, r.t., 24 h e THF, 0°C, 30 min., f MeOH (0.3g in 10 mL), H-cube, H2, 40 bar, 10% Pd/C, 30°C, flow rate = 1 mL/min.