Link to Page (uploads)

I have two posts in my blog:

1) http://www.nostatus.com/uncategorized/02-2007/french-canada-ey/

and

2) http://www.nostatus.com/web/02-2007/yahoo-pipes/

It’s a standard permalink set up with domain/category/date/postname. The problem lies with the uploaded image in each post. BOTH are “sent to editor” and both “link to: Page”.

The first post is showing the image and linking to the page: http://www.nostatus.com/uncategorized/02-2007/french-canada-ey/cup-winnersjpg/

however the second is linking to http://www.nostatus.com/?attachment_id=271

As you can see one has rewritten the URL, the other has not. I am going to try to re-upload the image but inserting the other images doesn’t seem to work either. Anybody have any ideas?