November 21, 2024, 11:40:29 AM
Forum Rules: Read This Before Posting


Topic: Cyanopyridine  (Read 906 times)

0 Members and 1 Guest are viewing this topic.

Offline pinkman

  • New Member
  • **
  • Posts: 8
  • Mole Snacks: +0/-1
Cyanopyridine
« on: January 26, 2020, 12:57:20 PM »
I want to introduce a cyano group at the 3- position of a pyridine. I also need an amino group at the 4- position.

I thought about starting with 4-hydroxy pyridine, then doing a bromination to end up with a bromo derivative at the 3- position. But then, all the papers i find need some kind of palladium catalyst for the Br to CN conversion but I dont have any. Is there any other way?

For the OH to NH2 conversion I am thinking about using phosphorous pentachloride (Cl at the 4- position) and then ammonia to yield the amino derivative.

I dont have any other substituted pyridine derivatives for starting material.

Offline rolnor

  • Chemist
  • Sr. Member
  • *
  • Posts: 2299
  • Mole Snacks: +154/-10
Re: Cyanopyridine
« Reply #1 on: January 26, 2020, 02:19:43 PM »
The 3-position is not activated so I think you need catalyst, I think people use Pd and ZnCN2? If you have the CN and do a triflate in the 4-position you get something that react fast with NH3. I would do a literature search on the your compound and then buy the startingmaterial they use, this project could be expensive and take long time.

Sponsored Links