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Hi @Critter-3 Thank you for your reply, however, I am confused by what you said "This cannot be done ...nice try."

 

Can you let me know which one of the three below can't be done exactly?

1. I want to pay directly to IRS first

2. claim this payment as "additional payment" under estimated tax payment

3. Do the above so that I don't get charged with extra penalties and interest etc. 

 

Also can you please let me know what is the difference between options 1 and 2? and if I do either, should I select pay by check when I file?