This is because Coupang Wing's policy only allows API Key re-issuance within 14 days prior to the expiration date. Before this 14-day window, the button remains disabled.
Example: If your API Key is valid until August 27th, the re-issue button will become active around August 14th. Please make sure to renew your key within this 14-day period to ensure uninterrupted service with third-party software .