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If he's using Windows 10, he shouldn't even bother as CoD1 retail uses the SafeDisc DRM. (which doesn't work on Windows 7-10, and while there's a way to fix it in 7 and 8 there isn't in 10)
https://www.howtogeek.com/230773/how-to-play-pc-games-that-require-safedisc-or-securom-drm-on-windows-10-8.1-8-7-and-vista/