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I can't reproduce it. I have nginx proxy_pass'ing to two upstreams and configured with proxy_next_upstream timeout;

One of the upstreams is running iptables -A OUTPUT -p tcp --sport 8080 --tcp-flags PSH PSH -j DROP

CURLing the nginx location configured for proxy_pass'ing returns 504 GATEWAY_TIMEOUT on half of the requests, as expected.




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