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May be too late (and I may have misunderstood), but I didn't go near the red bit you circled and just used the bleed port (part 8).
Also one set of barbs I had previously had a small film of wax or something over the hole that I needed to pierce for the oil to flow through into the hose. Might be worth checking?
Bleeding a Shimano st-rs785 and finding the fluid blocking and building up at the reservoir (part in red in below image).
Had the same issue with the left one and it was solved with a gravity bleed but the right one just won't play ball.
The metal cover is held in place with two small flathead screws and has a rubber seal below that seems to create the blockage.
Anyone got any advice?