Andy Murray reached the semi-finals of the Rakuten Japan Open after entering as defending champion. He was beaten by Milos Raonic in a close three-set match. He was defending champion in the doubles with his brother Jamie. However, they were knocked out in the quarter-finals by top seeds Leander Paes and Radek Štěpánek. At the penultimate Masters 1000 tournament of the year in Shanghai, after receiving a bye into round two, Murray's first match was due to be played against Florian Mayer. However, Mayer had to pull out due to injury, giving Murray a walkover into round three. After beating Alexandr Dolgopolov
2009 Wimbledon Championships – Men's Singles 2009 Wimbledon Championships – Men's Singles Rafael Nadal was the defending champion, but withdrew from the tournament due to knee tendinitis. In a repeat of the 2004 and 2005 finals, Roger Federer defeated Andy Roddick in the final, 5–7, 7–6, 7–6, 3–6, 16–14 to win the Gentlemen's Singles tennis title at the 2009 Wimbledon Championships for the sixth time. It became the longest men's singles final (in terms of games played) in Grand Slam tournament history with 77 games, breaking the record of 71 games set at the 1927 Australian Open. The match also had the longest fifth set (16–14)