[kpharma]

I am trying to synthesise a small fragment of maraviroc (the triazole part)  I am finding it extremely difficult to synthesise this.  One of the main reasons would be after adding the acetic hydrazide  hydrolysis occurs and I obtain my starting material back. Does anyone know I could prevent this from happening?

Thank you

[kriggy]

Maybe work in inert atmosphere? Or how do you add it? In solution or as a solid? Can you describe your procedure? Then it might be easier to help you.

[kpharma]

The patent I am using tells me to make a slurry of acetic hydrazide with tert-amyl alcohol and mix it with my amide and the mixture. The amide was previously dissolved in DCM and ice cooled before adding pcl5. I used molecular sieves and nitrogen throughout my procedure. It still seems to hydrolyse back to my starting material (amide).

Here's how my procedure looks like

http://onlinelibrary.wiley.com/doi/10.1002/chin.200542145/pdf

[kpharma]

so the acetic hydrazide is solid