I was stuck on this for a week, you have to find Mom on the couch in the living room, and Sit Next To Her - it will trigger the hospital conversation, which will trigger a different conversation when you click Chat with Kelly at the Pharmacy. She will talk about someone she knew at the hospital that might could help, but you'll have to wait and come back the next day, and the option to Ask About Friend will appear with Kelly. She'll tell you about Emma, and then Emma will finally start inviting you inside for conversations.