[metallocene2015]

Hi everyone, 

 I am currently doing an amide coupling reaction between naphthyridine dicarboxylic acid and 2-aminomethylpyridine using EDC-HCl, DMAP,HOBt, DMF- for those of you who have used EDC before, did you add base to neutralize the HCl salt before/during/after the reaction or is it not necessary ? I am worried that the acidic conditions will protonate my starting materials and cause problems during workup.

[TheUnassuming]

I usually just add straight DI water and extract.  The high water solubility of EDCI is the major advantage/reason for using it over other carbodiimides.  So if you leave the EDC/urea product protonated it will stay in the aqueous layer and make purification much easier.