worked unfruitfully
unfruitfully attempting
unfruitfully spent
unfruitfully pursuing
unfruitfully tried
unfruitfully seeking
they searched for hours but fruitlessly looked for the missing keys.
the negotiations dragged on unfruitfully, with no agreement reached.
he spent the evening unfruitfully browsing social media.
the team worked tirelessly but unfruitfully on the complex project.
the politician campaigned relentlessly but unfruitfully for re-election.
the scientists experimented tirelessly, but unfruitfully sought a solution.
the company invested heavily, but unfruitfully launched a new product.
she tried to explain, but unfruitfully attempted to reason with him.
the students studied diligently, but unfruitfully prepared for the exam.
the gardener toiled all day, but unfruitfully tended the garden.
they argued vehemently, but unfruitfully debated the issue.
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