I want to synthesize an amide using tetrahydroisoquinoline and a carboxylic acid which is light sensitive. I tried using DCC as coupling agent and DCM as the solvent at room temperature , but it didn't work for me. The tetrahydroisoquinoline is in hydrochlorated form. Do I have to go for acid extraction prior to synthesis or I can use the hydrochlorated form itself. Please suggest me a good method along with the conditions for the reaction to be carried out. Thank you
Syed,
Your amine should be in the free amine form to act as a nucleophile. So, you can do that in situ by adding extra 1 equivalent base (e.g. triethylamine......)or free it then use. In the attached file you will find several coupling reagents and reaction conditions.
Good luck
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