re = /\b(https?:\/\/\S+\/)[^\s?#\/]+(?![^\s?#])/m
str = 'For any of the following URLs, I\'m looking for a match for segment as follows:
https://example.com/what-not/segment matches segment
https://example.com/what-not/segment?a=b matches segment
https://example.com/what-not/segment#a matches segment
In case there is a match for segment, I\'m going to replace it with segment/.
For any of the following URLs, there should be no match:
https://example.com/what-not/segment/ no match
https://example.com/what-not/segment/?a=b no match
https://example.com/what-not/segment/#a no match
'
subst = '$1segment/'
result = str.gsub(re, subst)
# Print the result of the substitution
puts result
Please keep in mind that these code samples are automatically generated and are not guaranteed to work. If you find any syntax errors, feel free to submit a bug report. For a full regex reference for Ruby, please visit: http://ruby-doc.org/core-2.2.0/Regexp.html