If JIRA Client fails to upload your value for the Date Time custom field because of invalid date format, it will show the following error message:
Invalid Field Value
Invalid value for field <custom field name>: Invalid date format. Please enter the date in the format "<date format pattern>".
CODE
From this message, you will need the custom field name (example: customfield_10012) and the date format pattern (example: dd/MMM/yy h:mm a).
Create a file named "jiraclient.properties" in the JIRA Client installation folder and put there the following line:
jira.format.<custom field identifier>=<date format pattern>
You should replace <custom field identifier> and <date format pattern> with the values taken from the error message. Example:
jira.format.customfield_10012=dd/MMM/yy h:mm a
After that, restart JIRA Client. Now you should be able to upload your value.