Check out IRS Form 2210.
With the advent of the "gig" economy, more folks are unknowingly underpaying Uncle Sam. Uncle Sam is not amused, and tends to charge interest for underpayments (roughly 2.6%+ as of 2016). If you are confused by Form 2210, don't be alarmed. The only thing more confusing than the form is/are the instructions. For your laugh of the day, type "IRS Form 2210 Instructions" into a search engine.
For those with RMDs, one saving grace is that any withholding on any withdrawal (even at year's end) is spread out over the entire year. For wage earners, the same concept applies. Any withholding before EOY is deemed spread over the entire year. For investors, same concept.
If totally flummoxed, the ultimate insult: the IRS will calculate your under-payment penalty and send you a bill. No need to fill out IRS Form 2210, which was incomprehensible to begin with.