May one pray for a person who has a terminal and painful illness, to pass away?
Although one is to pray for a person to be healed even if “a sword is resting on his neck”, and the situation seems hopeless, nevertheless, if a person is suffering much pain and has a terminal illness from which there is no known medical recovery, one may pray for the person to pass away.
 Kesubos 104a that Rebbe’s mother prayed for him to die due to his suffering; Nedarim 40a “He does not pray for him to live or die” as explained in Ran ibid; Bava Metzia 4; Aruch Hashulchan 335:3; Igros Moshe Choshen Mishpat 2:73
 Brachos 10a in story of Chizkia and Yeshaya the Navi
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