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Topic: Regadenoson synthesis  (Read 1848 times)

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Offline kriggy

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Regadenoson synthesis
« 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:

Im not sure what reaction is this? Is it some variant of Sandmayer reaction? I´ve never seen CH2I2 as an halogenating agent
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Offline TheUnassuming

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Re: Regadenoson synthesis
« Reply #1 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.
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When in doubt, avoid the Stille coupling.

Offline TheUnassuming

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Re: Regadenoson synthesis
« Reply #2 on: March 12, 2015, 09:47:22 AM »
*correction*- was another lab members rotation student that got called to the board on that one.
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When in doubt, avoid the Stille coupling.
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