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AM404 or N-(4-hydroxyphenyl)arachidonoylethanolamide is one of the active metabolites of paracetamol (acetaminophen) and is biosynthesized by means of the enzyme, fatty acid amide hydrolase, catalysing the reaction between p-aminophenol and arachidonic acid that forms AM404 and water.

The structures of the two reactants are:

Arachidonic acid

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As for AM404's it is:

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How is this question different from your earlier question chemistry.stackexchange.com/questions/2739/…? Answers to that question would also be answers to this question, unless you think that this might be a special case where the "usual methods" will not work. –  Ben Norris Dec 11 '12 at 18:33
My previous question has received no answers and I felt it might be because it's so general. This is a specific example so there may be an answer specific to this example that doesn't apply in general. –  Brenton Horne Dec 12 '12 at 1:43
I'd start from this synthesis: orgsyn.org/orgsyn/chemname.asp?nameID=68368 . First stage there is exactly what you need. The problem is that you are working with aniline derivative, so the synthesis may require higher temperature or fail completely due to lower nuclephility of anilines. In second case you'll have to convert your acid to acylchloride and protect phenolic $-OH$ with some acid-stable protective group (probably, benzoil), that should be eliminated after reaction $RNH_2 + R'COCl = RNH-COR' + HCl$ –  permeakra Dec 12 '12 at 9:44

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