re = /(?m)^([0-9]{1,2}\.[0-9]{1,2}\.[0-9]{4}\s*)(05:00)(?=.*\s+^\1\2)/
str = '31.03.2024 01:00 1.002
31.03.2024 03:00 2.003
31.03.2024 05:00 3.007
31.03.2024 05:00 4.985
31.03.2024 06:00 2.987'
subst = '${1}04:00'
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