回答編集履歴
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[pywinauto](https://pywinauto.readthedocs.io/en/latest/)
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```
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pip install pywinauto
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```
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## 追記
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[pywinauto](https://pywinauto.readthedocs.io/en/latest/)
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メモ帳を開いて Hello World を打ち込み、メニューからヘルプを開くデモ
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```python
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from pywinauto.application import Application
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from pywinauto.keyboard import SendKeys
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app = Application().start("notepad.exe")
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SendKeys('Hello World{ENTER}', with_spaces=True)
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app.UntitledNotepad.menu_select("ヘルプ->ヘルプの表示")
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```
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