Apple Music supports streaming music like Amazon Music Unlimited, which are DRM protected. That is to say, you can't freely transfer them to other audio players even you have "downloaded" for playing offline
Similarly, you can't upload these downloaded Apple Music songs to Amazon as well. If you can remove the annoying DRM, and then you can upload them to Amazon without limitation any longer.
Macsome iTunes Converter is the tool which you are looking for. It supports an ideal solution for converting protected iTunes Audio files, including downloaded Apple Music files, and purchased music and Audiobooks from Audible.com and so on.
First of all, free download the Apple Music files you want.
Open your iTunes, and find your whole Apple Music category. And then select the Apple Music files, click "..." to add them to "Playlist". After this, you can choose the Playlist and click the cloud icon to download it to play offline.
Second, free download the latest version of Macsome Apple Music Converter, install and run it.
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Third, when you click "+" button, all the music files including the downloaded Apple Music files will be listed, now select them and click "OK", and all the music files has been added. Batch conversion is also supported.
Forth, after you add these music files, now you can click the setting icon to set the output format and output folder. Here are MP3, AAC, FLAC, WAV for kinds of users.
Fifth, you can click "CONVERT" button and start conversion.
Upload the Converted Apple Music Songs to Amazon
After the conversion, you can upload the converted Apple Music songs to My Music on Amazon from your computer. And then you can control the music playing via your Alexa device.Amazon.inc supports free users up to 250 songs storage to My Music.
Now Run Amazon Music app on your PC or Mac and log in your ID, then drag and drop files from your computer into the Upload selection in the right sidebar under Actions.
And then Select My Music > Songs > choose Offline filter in the right navigation sidebar and click the upload icon to choose the converted Apple Music files or folder to upload. And now you can start uploading.
After the above steps, you can use Alexa to play these songs on your Amazon Echo and so on.
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