Can we synthesize amide from acid and amine using only EDCI without using HOBT?

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Manda Sathish

Hi Suresh,

You can make amide from acid and amine only using EDCI (without HOBt), but you should add at least 2 equivalents of base (TEA or DIPEA), other wise amine starting material will get salt (with HCl from EDCI) and effect the yields.

Jan Roßbach

I agree. But be careful! In a peptide-like structure, epimerization of the alpha-carbon is possible owing to intermediate oxazol formation.

Brennan A. Murphy

You may use DEPBT as an alternative to EDCI. This phosphorus reagent is reported to suppress epimerization of alpha-chiral acids.