Hi there!
Drum #2 will have a greater center of mass speed and reach the bottom of the hill first.
The moment of inertia can be thought of as inertia for rotation.
If mass is concentrated at the rim, the drum has a GREATER moment of inertia compared to if the mass is more concentrated towards the center.
Using the Rotational Equivalent of Newton's Second Law:
**Sum of torques = Moment of inertia * angular acceleration
From this equation, we know that if 'I' increases, 'α' decreases, and thus, the speed of the object's center of mass decreases and it will reach the bottom later.
Therefore, drum #2 with the smaller moment of inertia (mass concentrated at the center) will have a greater angular acceleration ⇒ greater center of mass speed ⇒ read the bottom first.