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. Author manuscript; available in PMC: 2012 Dec 22.
Published in final edited form as: J Med Chem. 2011 Nov 23;54(24):8471–8489. doi: 10.1021/jm201018g

Scheme 1.

Scheme 1

Synthesis of benzopyran analogues Aa

R1 = 3,4-dimethoxyphenyl (2a, 3a), 2-pyridinyl (2b, 3b), 2,4-dimethylphenyl (2c, 3c), 4-carboxyphenyl (2d), 2-bromophenyl (2e), 2-fluorophenyl (2f)

aReagents and Conditions: (a) R1NH2, ZnCl2, NaCNBH3, r.t., 11 – 70%; (b) MeI, NaH, THF, r.t., 50 – 81%.Class 2: Benzopyran analogues B