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This photo provided by Hédi Aouidj shows Ryan Routh, a suspect in the apparent assassination attempt of Republican presidential nominee and former U.S. President Donald Trump, in Maidan, Ukraine on April 10.The Associated Press

The man charged with attempting to assassinate Donald Trump after allegedly positioning himself with a rifle outside one of the former U.S. president’s Florida golf courses on Sept. 15 pleaded not guilty on Monday to five federal charges.

Ryan Routh, 58, entered the plea to those charges, including attempted assassination of a major presidential candidate, during a hearing before U.S. Magistrate Judge Bruce Reinhart. Mr. Routh has already been ordered to remain in jail pending trial.

Mr. Routh appeared for the hearing handcuffed and wearing a tan prison jumpsuit. He answered, “Yes, your honour,” when asked by Justice Reinhart if he understood the charges against him. Mr. Routh’s defence lawyer then entered a not-guilty plea on his behalf.

Prosecutors have said Mr. Routh intended to kill Mr. Trump as he golfed at Trump International Golf Club in West Palm Beach, Fla. Mr. Routh, a struggling roofing contractor, condemned the Republican presidential candidate in a self-published book and dropped off a letter months earlier with an associate referencing an attempted assassination on Mr. Trump, according to prosecutors.

“This was an assassination attempt on Donald Trump but I failed you,” the suspect wrote, according to a court filing by prosecutors.

Lawyers for Mr. Routh suggested at a Sept. 23 court hearing that the letter may have been an attempt by their client at gaining publicity and highlighted what they called Mr. Routh’s efforts to promote democracy in Ukraine and Taiwan.

Mr. Routh hid outside a fence overlooking the sixth hole of the course, where authorities found an AK-47-style rifle, a bag of snacks, a digital camera and bags containing metal plates meant to withstand return fire by the U.S. Secret Service, according to prosecutors.

A Secret Service agent patrolling the course ahead of Mr. Trump spotted Mr. Routh and opened fire after noticing the rifle sticking through a fence. Mr. Routh fled and was later arrested along a Florida highway, prosecutors said.

Mr. Routh was initially charged with gun-related offences. An indictment last week added the attempted assassination charge along with assault on a federal officer and possessing a firearm in furtherance of a crime of violence.

The Florida incident was the second apparent assassination attempt on Mr. Trump in a roughly two-month span, raising questions about protection of the candidate ahead of the Nov. 5 election. A gunman wounded Mr. Trump’s right ear and killed an attendee at a campaign rally in Butler, Pa., on July 13 before being killed by a Secret Service sniper.

Mr. Trump has sought to turn the assassination attempts into a campaign issue, alleging that the Justice Department, which charged Mr. Trump in two criminal cases last year, should not be trusted to handle the investigation.

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