Regular Expressions 101

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/
Try[^+\:]\:\s(?<file>[^+\v])?\vUpload\sFile\s(?<msg>[^+\.]\.[^+\s]\s[^+\v])\v{2}Closing[^+\d](?<time>[^+(on)])on\s(?<date>[^+\$])
/
gm
Try matches the characters Try literally (case sensitive)
Match a single character not present in the list below
[^\:]
+ matches the previous token between one and unlimited times, as many times as possible, giving back as needed (greedy)
\: matches the character : literally (case sensitive)
\: matches the character : literally (case sensitive)
\s matches any whitespace character (equivalent to [\r\n\t\f\v ])
Named Capture Group file
(?<file>[^+\v])?
? matches the previous token between zero and one times, as many times as possible, giving back as needed (greedy)
Match a single character not present in the list below
[^\v]
+ matches the previous token between one and unlimited times, as many times as possible, giving back as needed (greedy)
\v matches any vertical whitespace character
\v matches any vertical whitespace character
Upload matches the characters Upload literally (case sensitive)
\s matches any whitespace character (equivalent to [\r\n\t\f\v ])
File matches the characters File literally (case sensitive)
\s matches any whitespace character (equivalent to [\r\n\t\f\v ])
Named Capture Group msg
(?<msg>[^+\.]\.[^+\s]\s[^+\v])
\v
matches any vertical whitespace character
Closing matches the characters Closing literally (case sensitive)
Match a single character not present in the list below
[^\d]
Named Capture Group time
(?<time>[^+(on)])
on matches the characters on literally (case sensitive)
\s matches any whitespace character (equivalent to [\r\n\t\f\v ])
Named Capture Group date
(?<date>[^+\$])
Global pattern flags
g modifier: global. All matches (don't return after first match)
m modifier: multi line. Causes ^ and $ to match the begin/end of each line (not only begin/end of string)
Your regular expression does not match the subject string.Try launching the debugger to find out why.

Regular Expression
No Match

/
/
gm

Test String