An application of borane as a protecting group for pyridine |
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| Authors: | Zajac Matthew A |
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| Institution: | GlaxoSmithKline, Synthetic Chemistry 709 Swedeland Road, P.O. Box 1539, King of Prussia, Pennsylvania 19406, USA. matthew.a.zajac@gsk.com |
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| Abstract: | Efforts to couple 4 with 12 employing base mediation are problematic due to the formation of 6. To circumvent this issue, 12 was converted to the pyridine borane complex (13). Alkylation of 4 with 13 provided 3 after removal of the borane under acidic conditions and saponification of the ester. |
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