Consider the steps in reductive amination of butanal with aniline under mildly acidic conditions. The structures of these compounds are shown below.
Part 1: Draw the expected imine intermediate. Include all lone pairs and hydrogen atoms on heteroatoms.
Part 2: Draw the final product of reductive amination, after NaBH4 is added to the imine intermediate from Part 1. Include H atoms only on heteroatoms, and include all lone pairs.