Question

NH2 6 1 EDCI OH 2 cat. DMAP, DMF OH OH 3 N-benzyl-2-hydroxybenzamide Benzylamine Salicylic Acid

1.) Please help me to figure out if this is the correct product, and if you could also give me an arrow pushing mechanism. (Salicylic Acid + Benzylamine reacting with EDCI, Cat. DMAP and DMF).

2.) What is the purpose of adding EDCI as a coupling reagent?

3.) Which groups in this reaction can undergo any type of covalent and/or non covalent interaction with any enzymes or receptors?

4.) What are at least two other side products other than the desired product of this reaction?

5.) Are there any other ways (please justify) to synthesize the product to get a higher yield and get fewer side products? Please show mechanism.

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Answer #1

2 OH OH CoMMect paodluct omap gmely DmA Cafmbet used a achvat ta estor 2 eyproduct autvaling ngent 2 EDCI is used as to Rmabl4) Usaa is the bypho dut Rfereed to yathre Anofher Sols OH #2 OH bypradand

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