PostgreSQL DISTINCT ON with different ORDER BY

Documentation says:

DISTINCT ON ( expression [, …] ) keeps only the first row of each set of rows where the given expressions evaluate to equal. […] Note that the “first row” of each set is unpredictable unless ORDER BY is used to ensure that the desired row appears first. […] The DISTINCT ON expression(s) must match the leftmost ORDER BY expression(s).

Official documentation

So you’ll have to add the address_id to the order by.

Alternatively, if you’re looking for the full row that contains the most recent purchased product for each address_id and that result sorted by purchased_at then you’re trying to solve a greatest N per group problem which can be solved by the following approaches:

The general solution that should work in most DBMSs:

SELECT t1.* FROM purchases t1
JOIN (
    SELECT address_id, max(purchased_at) max_purchased_at
    FROM purchases
    WHERE product_id = 1
    GROUP BY address_id
) t2
ON t1.address_id = t2.address_id AND t1.purchased_at = t2.max_purchased_at
ORDER BY t1.purchased_at DESC

A more PostgreSQL-oriented solution based on @hkf’s answer:

SELECT * FROM (
  SELECT DISTINCT ON (address_id) *
  FROM purchases 
  WHERE product_id = 1
  ORDER BY address_id, purchased_at DESC
) t
ORDER BY purchased_at DESC

Problem clarified, extended and solved here: Selecting rows ordered by some column and distinct on another

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