Retirement tax questions

No, since the expenses were not your own.

 

But you may be able to claim the expenses of a "Medical Dependent" as an itemized deduction.  Per IRS Pub 502, you can include medical expenses you paid for an individual that would have been your dependent except that:

  1. He or she received gross income of $4,300 or more in 2020;

  2. He or she filed a joint return for 2020; or

  3. You, or your spouse if filing jointly, could be claimed as a dependent on someone else's 2020 return.

Did you provide more than 50% of his total support for the year?