update users set
        first_name='Akaaa. isn''t mood :\', 
        last_name='',
        username='Keecupan',
        free_msg_used=1,
        free_media_used=0,
        vip_until=null,
        bot_active='2023-04-19 10:09:24'
        where id='5414962393'

You have an error in your SQL syntax; check the manual that corresponds to your MariaDB server version for the right syntax to use near 'Keecupan',
        free_msg_used=1,
        free_media_used=0,
        vip_un...' at line 2