Complex sentence: He was drafted by the Blazers in the first round (19th overall) in 2001, at the time the Trail Blazers had acquired the nickname "Jail-Blazers" due to the bad reputation of individuals on the roster.
Split into simpler sentences: He was drafted by the Blazers in the first round (19th overall) in 2001. At the time, the Trail Blazers had acquired the nickname "Jail-Blazers" due to the bad reputation of individuals on the roster.