re = /^(\d*)\d{2}\b/m
str = '1091 foo address
" --> "10XX BLOCK foo address"
1016 foo 1010 address
" --> "10XX BLOCK foo 1010 address"
foo 1081 address
" --> "foo 1081 address"
10 bar address
" --> "XX BLOCK bar address"
8 baz address
" --> "8 baz address"'
subst = '$1XX BLOCK'
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