I used to crack injector lines, but now just crack the out-going banjo bolt on the main filter. Then prime till fuel flows. I don't even bother filling the filter anymore, this works so good.

If your seals are sealing, chances are you just still have air in there. Crack that center out-going banjo bolt, prime like crazy till you have solid fuel, and I bet she starts fine.

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Think Alternative Energy!
300CD '80 (now gone but not forgotten...)

I'll consider this option. Though I primed like crazy already. I pumped until fuel was coming out of the hand pump.

I figure the leak is a separate issue from the no start. Am I wrong?

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1982 240 D, 308,000 - 321,127 miles (sold)
1982 300 TD,166,500 - 226,000 miles
1998 E 320, 120,000 - 144,000 miles
2005 C 230 K, 26,000 - 77,000 miles (sold)

If the leak in the primer pump was bad enough I would think you could draw more air into the system.Did you put the two filter seals up to each other?Make sure the rubber seal on the old screw on filter matches the new one.Different brand filters can have slightly different diameter cans but as long as the ports match up and the seal on the bottom it should be good.When I changed my fuel filters last the big bolt on the top of the can leaked for a little while tightened it up and i was good to go.

In my case (i had a poor primer pump that i put up with for ages, then finally swapped out; and I primed A LOT as I installed a veg oil system)- priming has worked for me only when I had a line or that banjo bolt cracked to allow air to escape. Just pumping, with no outlet for the air, never worked for me. My old pump would leak like a sieve, and require lots of pumps, but still did the job. My new pump does not leak, requires substantially less pumping, and works- but I always crack that bolt to allow the air somewhere to go.

Could be you have a poor pump. Probably needs tons of pumping, more than one would think necessary. Likely you still have air in the system; hopefully you are not still drawing it in somewhere. But imho you absolutely must crack an injector lone or that banjo bolt and pump till no more air remains.

__________________
Think Alternative Energy!
300CD '80 (now gone but not forgotten...)

I changed my fuel filters for the first time around Xmas time. Had the same issue with the bolt, temporarily fixed with some sealer, later did the job right.

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1985 500SL Euro w/ AMG bits 130k
1984 300SD Turbodiesel 192k
1980 240D Stick China 188k
2001 CLK55 AMG 101k
2007 S600 Biturbo 149k Overheated Project, IT'S ALIVE!!!