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The 19-year-old was on the sidewalk when multiple suspects approached her and demanded her property, police said.
The boy, 15, was identified as one of the people who took a vehicle at gunpoint from a 37-year-old man on March 26 in River North.
The man was discovered Sunday morning with multiple gunshot wounds.
The 30-year-old man, and the woman, 31, were in a car about 2:30 a.m. in the 3000 block of North Cicero Avenue when someone in another car fired shots.