Complex sentence: After he struggled to break into the "Red Devils" first-team, he was sent on a six-month loan to German side Köln in January 2010, and was then transferred to CSKA Moscow of Russia that summer.
Split into simpler sentences: After he struggled to break into the "Red Devils" first-team, he was sent on a six-month loan to German side 1. FC Köln in January 2010, and was then transferred to CSKA Moscow of Russia that summer.