When you run a report such as a Transaction by Account Report, you see the Memo Field from the transaction override the details memos or descriptions from the transactions. These transactions can include: checks, deposits, sales receipts, invoices and more.
For example, you create a check, entered a memo in the check area and in the Expense tab, you enter additional memos. When you click Ctrl +Y to open the Transaction by Account Report, the report shows the memo from the check and not the details.
This issue has been resolved in the latest release for QuickBooks 2014.
Update to the latest release: