The man said, “When did the train leave?” Change into indirect speech.
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Indirect Speech: The man asked when the train had left.
Explanation: When the reporting verb is in the past (said) and the direct speech is in the past indefinite tense, then the indirect (reported) speech will change into the past perfect tense.
Past Indefinite Tense > Past Perfect Tense.
And if the sentence is interrogative, we use the reporting verbs – asked, enquired, etc.