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According to this most beer metabolizes around 5 hours into a beer or two. If he is taking prescription medications along said beer there is a chance most of it doesn't piss hot into a test. Considering the fact that he is taking prescription medication there is a chance he is getting high like a kite just taking a bit more than the recommended of prescription medication.
eg. I used to take oxcarbazepin and sometimes took more than recommended to deal with bs, and one time I took more than recommended with 2 beers and boy was I feeling the alcohol.
Then again I assume that since most prescription medications have a slow release (which makes it most likely to show days later into a test) and if rackets pisses hot with some alcohol + more than prescribed medication dosage, the testers will pick up on it that he is trying to get high and it isn't over making alcohol pasta vodka or from some chocolate.
I am most likely wrong and not picking into most variables though.