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Chemistry Forums for Students => Organic Chemistry Forum => Topic started by: kriggy on March 12, 2015, 09:04:29 AM

Title: Regadenoson synthesis
Post by: kriggy on March 12, 2015, 09:04:29 AM

Hi there,
I have an assignment about synthesis of regadenoson. Anyway, I found one patent which describes one of the steps:
(https://www.chemicalforums.com/proxy.php?request=http%3A%2F%2Fi.imgur.com%2FgFoQrpW.png&hash=9956d5f10ec023884ba0603b1f84fe0f9752274f)
Im not sure what reaction is this? Is it some variant of Sandmayer reaction? I´ve never seen CH₂I₂ as an halogenating agent

Title: Re: Regadenoson synthesis
Post by: TheUnassuming on March 12, 2015, 09:43:49 AM

Haha... I've done this reaction recently and my current rotation student got quizzed on the mechanism in the last group meeting by my PI! 
It looks like you are missing a few reagents (will make it clearer how it works), check out this paper for it being used in literature:
J. Med. Chem, 1992, 35, 241-250.

Title: Re: Regadenoson synthesis
Post by: TheUnassuming on March 12, 2015, 09:47:22 AM

*correction*- was another lab members rotation student that got called to the board on that one.