Federal prosecutors in New York say a Gambino crime family associate has pleaded guilty to racketeering in connection with a 2002 mob killing.

U.S. Attorney Robert Capers says the 43-year-old Gennaro Bruno pleaded guilty Friday in Brooklyn and admitted to murdering Martin Bosshart on Jan. 2, 2002.

Prosecutors said Bruno shot Bosshart in the back of the head at point-blank range in a dispute over a scheme to smuggle high-potency marijuana to the United States from Canada.

They said Bruno also conspired with other Gambino associates to obstruct a grand jury investigation into the murder.

Bruno was arrested in Las Vegas in 2014.

Under the terms of his plea agreement, Bruno is expected to be sentenced to 21 years in federal prison. Sentencing is scheduled for May 6.