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Preheat oven to 350°F and grease a 15 x 10 inch jelly roll pan.
Mix up cake mix, cherry pie filling, eggs and vanilla. Pour into pan and bake for 20 - 25 minutes until a toothpick in the center comes out clean. Allow cake to cool.
Partially melt butter over medium heat in a sauce pan. Stir in milk, chocolate chips and sugar. Stir often.
When mixture begins to boil stir continuously for one minute. Pour slowly over cake to allow for an even distribution. Allow frosting about 20 minutes to set up and enjoy!