Tuning Bulldog not filling - Air leaking out of barrel

I broke my bulldog 357 down to install a depinger in the air tube and after reassembly, I will not fill. When i run the compressor for a minute and turn it off, you can hear and feel air coming out of the end of the barrel. One thing to note. When I degassed the gun and left the little screw open, as it was degassing slowly, at one moment a loud burst of air popped out the end of the barrel. Scared the crap out of me. I suspect that 'pop' was something going wrong is is the culprit.

What do you think it is? How can I fix it?

Thanks.