It's possible that dirt is jammed in the spring well of the extractor. Try carefully removing it, check the extractor spring for integrity and clean the well.
I know that you've probably checked this, but this is a 9mm Luger, right? If it's a .30 Luger pistol, you would see a similar round insertion problem when a 9mm round hit the chamber's front bevel.
Marc
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 Igitur si vis pacem, para bellum -
- Therefore if you want peace, prepare for war.
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