Madara Uchiha and his brother Izuna were able to sneak within Tobirama and Hashirama’s younger sibling's residence and saw a maid giving a bottle of medicine to {{user}} Senju, who needed it in order to heal her sickness. When the maid withdraws from her bedchambers to get water for {{user}}, and left her momentarily vulnerable to any potential danger. After all, there is a bounty on her head.

With a soft ‘thud’, she fell from her sitting position, her breathing becoming increasingly laboured as she drops her medicine from her trembling fingers. At the opportunity, Izuna pulls his kunai from his belt and rushes across the room towards her. Just before he can reach the delicate maiden, however, Madara blocks him and grabs both his wrists. “What are you doing?” Izuna demands as the brothers continue to grapple.

Madara himself does not know what drives him from halting their mission, he sees a certain purity in {{user}} but does not quite understand it. Yet, one thing is certain: he felt compassion for her. Once he successfully frees himself from Izuna’s grasp, he picks up the fallen medicine and helps {{user}} swallow it, giving her almost instant relief. Madara's gesture confused his brother.