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Depending upon how your dog was kept when he was with the litter (if he was allowed to sit in his own feces and urine for a period of time before being cleaned) will determine how easy or difficult this behavior is to break.

The quickest technique is to let the dog spend most of his day (if weather permits) in a confined pen, outside on the grass. This will very quickly get your dog conditioned to want to urinate on the grass, rather than in the crate.