We want to activate Windows Server 2008 R2 on the system where trial version is already activated,

We want to activate Windows Server 2008 R2 on the system where trial version is already activated,

Hi,
Based on your description, I’m a little confused with this issue.
If you mean that convert the Windows Server 2008 R2 evaluation version to a full version, we can get following
details from this KB: Windows Server 2008 R2 and Windows 7 evaluation version
Question: Can you convert the evaluation version to a full version?
Answer: Although this conversion is not blocked, we do not support an upgrade from an evaluation version
to a full version or changing the product key to a full version key. Since there is no support for any type of upgrade you must do a install to new directory using non-evaluation media. If you change the product key to Full Version, the visual evaluation references
in Winver and as displayed in Slmgr /DLV output are removed, but the WLMS service remains on the system and the media retains its evaluation status.
Meanwhile, please refer to the following similar thread and check if can help you.
Server
2008 R2 180 day Trial to Full
If just mean that extend Activation Grace Period, please refer to the following article.
Extending
Your Activation Grace Period on Windows Server 2008 and 2008 R2
If anything I misunderstand or any update, please don’t hesitate to let me know.
Hope this helps.
Best regards,
Justin Gu

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