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97 Dodge 2500 4x4 manual trans issue

1707 2
My neighbor has a 97 2500 diesel 4x4. He was asking me about a manual transmission shifting issue the other night. It shifts into the first four gears just fine. When he tries to shift into fifth gear it will not go. He was told something about a nut that comes loose. Does anyone have an idea of how to fix this?
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