RE: ORGLIST: Amide coupling under neutral condition

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From: Yuehui Zhou (yuehuizhou$##$hotmail.com)
Date: Wed Jul 27 2005 - 00:38:58 EDT


A solid base as acid scavenger may work for your case. You need very good stirring or even microwave.

Y Zhou




>From: Shenliang Wang <shenliangwang@yahoo.com.cn>
>To: everybody@orglist.net
>Subject: ORGLIST: Amide coupling under neutral condition
>Date: Wed, 27 Jul 2005 08:56:33 +0800 (CST)
>
>Hi all,
>
>I am doing an amide couping reaction, which couple a
>primary amine with an alkyl-chain carboxylic acid.
>However, the other part on my acid is not stable at
>basic condition, which means I cannot use DIPEA or TEA
>as a base, so I cannot use HATU or HBTU or PyBOP, etc.
>At the same time, DIC react with this part on the
>acid, so I cannot use DIC, DCC, or EDC either.
>
>So, is there any method for me to coupling this
>annoying acid with a primary amine?
>
>Thanks a lot.
>Shenliang
>
>
>
>
>
>
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