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Topic: Heterocyclic compound reaction help  (Read 1672 times)

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Offline AdiDex

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Heterocyclic compound reaction help
« on: May 14, 2017, 04:12:52 AM »
I've given a question , 3-chloropyridine +NaNH2  :rarrow: A + Furan  :rarrow: B .

What I think now , First step is simple elimination addition reaction .
So A should be 3-AminoPyridine . In further reaction I am confused what should I do .
I think product B should be nucleophilic substituted at 2-position by -NH2 group of 2-amniopyridine .

Offline pgk

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Re: Heterocyclic compound reaction help
« Reply #1 on: May 14, 2017, 02:26:19 PM »
1). Why not starting by a Chichibabin reaction?
Then, what could be the product of a reaction of an amine with furan?
2). Do pyridines form arynes?
And if an aryne formed, what could be the product of a reaction with furan?
3). By the way, can you suggest a mechanism of 3-aminopyridine formation from 3-chloropyridine?
PS: Please, decide whether 2-aminopyridine or 3-aminopyridine, because it' not very clear, in your text.
« Last Edit: May 14, 2017, 02:57:31 PM by pgk »

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