re = /(\$\r?\n)|\r?\n/
str = '1598356988 228938 90 18 $$$
1598356994 228548 90 1031 $$$
1598357029 229550 90 751 $$$
1598357031 228916 89 586 Частичное подтверждение:
2020-08-20 02:24 = 4л.;
2020-08-19 02:46 = 4л.;
$$$
1598357036 229337 90 5 $$$
1598357079 229054 90 586 $$$
1598357092 228547 90 1031 $$$
1598357092 229053 90 586 $$$
'
subst = '$1'
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