Husky: CW312 iCE40 custom NEORV32 target not responding over UART

It sounds like you could be running into this issue.

First, I recommend upgrading to CW 6.0, and programming the target as shown in the linked post.

Then, if you still get the bootloader error, that is what needs to be resolved first; there is no point in attempting communication with the target firmware until that is fixed.

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