# If you'd like to omit non-matching lines from the result; add ';d' to the end of the expression.
sed -E 's/((\b\d+)(?:\sPI?N ?#? ?))|((?:PI?N ?#? ?)(\d+))/test\1/gmi;t' <<< "9999XX00999X PIN # 999999
9999XX000999 - PIN#909999
XXXXX XX PIN #9099999
9999XX99X PIN999099
99XX999X PN 9999999
9999999 PIN
90PA999 PN 999999
999009 PIN#
99PA99 PN#9999999
PIN 999990
XXXPIN990999
PIN#999099
PIN# 9990909
PIN#9099999*"
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 SED, please visit: https://www.gnu.org/software/sed/manual/html_node/The-_0022s_0022-Command.html