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You might have one too many nitrogens in that first structure...
It's a bit misleading to draw the structure as neutral because it's most likely to bind as a cation. The lower pKa of the aminoisoquinoline will ensure that there is plenty of neutral form to get thru membranes. I commented on a 5/7/2007 post on aromaticity in carbon-based curiosities and mentioned pKa of isoquinolines. From what I remember an amino group in the 6-position will also push the pKa to approximately 7.
Thanks...took care of it. DMAP is ~9 I believe?
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